Unsubstituted Acids Of The Acetic Series Patents (Class 560/231)
  • Patent number: 6916951
    Abstract: Disclosed is a continuous process wherein carbon monoxide, a carbonylatable reactant, and a halide in the gas phase are contacted with a non-volatile catalyst solution comprising an ionic liquid and a Group VIII metal to produce a carbonylation product in the gas phase. The process is useful for the continuous preparation of acetic acid by the carbonylation of methanol.
    Type: Grant
    Filed: May 9, 2003
    Date of Patent: July 12, 2005
    Assignee: Eastman Chemical Company
    Inventors: Gerald Charles Tustin, Regina Michelle Moncier
  • Patent number: 6878844
    Abstract: Methods and novel intermediates for the preparation of acyclic nucleoside derivatives of the formula: where one of R1 and R2 is an amino acid acyl group and the other of R1 and R2 is a —C(O)C3-C21 saturated or monounsaturated, optionally substituted alkyl and R3 is OH or H; or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: December 9, 2002
    Date of Patent: April 12, 2005
    Assignee: Medivir AB
    Inventors: M. Robert Leanna, Michael Rasmussen, Howard Morton, Zhenping Tian, Daniel Plata, Bradley D. Gates, Bikshandarkoil A. Narayanan
  • Patent number: 6872380
    Abstract: The present invention provides a process for the preparation of an MR contrast agent, said process comprising: i) obtaining a solution in a solvent of a hydrogenatable, unsaturated substrate compound and a catalyst for the hydrogenation of said substrate compound; ii) introducing said solution in droplet form into a chamber containing hydrogen gas (H2) enriched in para-hydrogen (p-1H2) and/or ortho-deuterium (o-2H2) whereby to hydrogenate said substrate to form a hydrogenated imaging agent; iii) optionally subjecting said hydrogenated imaging agent to a magnetic field having a field strength below earth's ambient field strength; iv) optionally dissolving said imaging agent in an aqueous medium; v) optionally separating said catalyst from the solution of said imaging agent in said aqueous medium; vi) optionally separating said solvent from the solution of said imaging agent in said aqueous medium; and vii) optionally freezing the solution of said imaging agent in said aqueous medium.
    Type: Grant
    Filed: November 16, 2001
    Date of Patent: March 29, 2005
    Assignee: Amersham Health AS
    Inventors: Oskar Axelsson, Charlotte Olofsson, Axel Morgenstjerne, Georg Hansson, Haukur Johannesson, Jan-Henrik Ardenkjaer-Larsen
  • Patent number: 6872846
    Abstract: The production process of the present invention comprises a step of allowing a carboxylic acid derivative represented by the formula (1): wherein ring Z is a monocyclic or polycyclic non-aromatic or aromatic ring, and R1 is a halogen atom or a group represented by the formula (2): —OR??(2) wherein R is a hydrogen atom or a hydrocarbon group, to react with an organometallic compound represented by the formula (3): R2-M??(3) wherein R2 is a hydrocarbon group, and M is a metallic atom which may have a ligand, or the formula (4): -MgY??(4) wherein Y is a halogen atom, and a carboxylic acid halide represented by the formula (5): wherein R3 is a hydrocarbon group or a heterocyclic group, and X is a halogen atom, to yield the tertiary alcohol ester represented by the formula (6): wherein Z, R2 and R3 have the same meanings as defined above.
    Type: Grant
    Filed: November 13, 2001
    Date of Patent: March 29, 2005
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Shinya Nagano, Hiroshi Shimojitosho
  • Patent number: 6867164
    Abstract: An acetic acid production catalyst that contains (b) at least one element selected from the group consisting of Group 14 elements, Group 15 elements and Group 16 elements of the Periodic Table and/or (c) at least one element selected from the group consisting of Group 6 elements, Group 7 elements, Group 8 elements, Group 9 elements, Group 10 elements, Group 11 elements and Group 12 elements of the Periodic Table, added to a palladium-loaded catalyst, as well as an acetic acid and ethyl acetate production catalyst that contains (b) at least one compound selected from the group consisting of inorganic acids and salts thereof and/or (c) at least one element selected from the group consisting of Group 14 elements, Group 15 elements and Group 16 elements of the Periodic Table and/or (d) at least one element selected from the group consisting of Group 6 elements, Group 7 elements, Group 8 elements, Group 9 elements, Group 10 elements, Group 11 elements and Group 12 elements of the Periodic Table, added to palladium
    Type: Grant
    Filed: September 17, 2002
    Date of Patent: March 15, 2005
    Assignee: Showa Denko K.K.
    Inventors: Yoshiaki Obana, Hiroshi Uchida, Ken-ichi Sano
  • Publication number: 20040242917
    Abstract: A catalyst for ester production which comprises zirconium oxide, copper, and at least one oxide selected from the group consisting of zinc oxide, chromium oxide, aluminum oxide and silicon oxide, and is obtainable by reducing with hydrogen a catalyst precursor prepared by the reaction of a salt containing at least one of metals constituting the oxides, a zirconium salt and a copper salt with an alkali hydroxide; and a process for producing an ester which comprises bringing either an alcohol or an alcohol and an aldehyde into contact with this catalyst in a gas phase.
    Type: Application
    Filed: November 15, 2002
    Publication date: December 2, 2004
    Applicant: CHISSO CORPORATION
    Inventors: Kanichiro Inui, Takayoshi Takahashi, Toru Kurabayashi
  • Patent number: 6825149
    Abstract: A shell impregnated catalyst of Pd-Au produced on a silica support to have a Pd loading of 1.8 g/L of catalyst to about 7.2 g/L and a Au to Pd weight ratio of 0.3 to 2.0 by impregnating the support with aqueous solutions of palladium and gold salts or acids and thereafter precipitating water insoluble compounds of Pd and Au on the with alkali metal silicate or hydroxide solutions, then dried, and the surface precipitated compounds of Pd and Au are then reduced by reaction with ethylene or hydrogen at a temperature of greater than 150° C. up to 310° C. or with hydrogen up to 299° C. until substantially all of the Pd and Au contents are reduced to a free metal state, after which the support is impregnated with potassium acetate to an extent of 6 to 7 weight percent of the weight of the total catalyst.
    Type: Grant
    Filed: June 19, 2002
    Date of Patent: November 30, 2004
    Assignee: Saudi Basic Industries Corporation
    Inventor: Alla Konstantin Khanmamedova
  • Patent number: 6809217
    Abstract: Ethanol is dehydrogenated in the presence of hydrogen over a dehydrogenation catalyst, for example, a copper on silica catalyst. The liquefiable products present in the resulting intermediate reaction product mixture are selectively hydrogenated over a suitable catalyst, such as 5% ruthenium on carbon, so as selectively to hydrogenate reactive carbonyl-containing by-products to the corresponding alcohols. Butan-2-one and n-butyraldehyde are thereby hydrogenated to 2-butanol and n-butanol respectively. A two stage distillation procedure is then used to purify the selectively hydrogenated product. A first distillate of ethyl acetate, ethanol and water produced in the first distillation zone is redistilled in the second distillation zone, thereby producing a bottom product comprising, typically, from about 99.8 mol % to about 99.
    Type: Grant
    Filed: June 5, 2001
    Date of Patent: October 26, 2004
    Assignee: Davy Process Technology Limited
    Inventors: Stephen William Colley, Christopher Richard Fawcett, Colin Rathmell, Michael William Marshall Tuck
  • Patent number: 6794409
    Abstract: The present invention discloses the use of ER&bgr;-selective ligands for production of medicaments for regulating fertility without additional use of a progestin. ER&bgr;-agonists are used for treatment of infertility and ER&bgr;-antagonists for contraception.
    Type: Grant
    Filed: February 27, 2002
    Date of Patent: September 21, 2004
    Assignee: Schering AG
    Inventors: Christa Hegele-Hartung, Karl-Heinrich Fritzemeier, Hiroshi Yamanouchi, Olaf Peters, Dirk Kosemund, Gerd Mueller, Ingo Tornus, Gerd Schubert, Sven Ring
  • Patent number: 6756506
    Abstract: The tert-butyl ester of an aliphatic C1-C4-carboxylic acid is prepared by reacting the carboxylic acid with isobutene in the liquid phase in the presence of an acidic catalyst by a continuous process in which the reaction is carried out in a reactor divided into a plurality of sections, the carboxylic acid, the isoolefin and the catalyst are fed into the first section of the reactor, the reaction mixture obtained is removed from the last section of the reactor and the ester is isolated therefrom, the reaction temperature in the reactor being controlled so that it is from 10 to 40° C. and is highest in the first section of the reactor. The novel process permits the technically simple, economical and environmentally friendly preparation of tertiary butyl esters of saturated and unsaturated C1-C4-carboxylic acids.
    Type: Grant
    Filed: January 27, 2003
    Date of Patent: June 29, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Ruprecht Kroker, Gerhard Nestler, Werner Schmitt, Winfried Schumm
  • Patent number: 6753443
    Abstract: The present invention relates to a process for preparing a chiral ester according to the formula (100): by reacting (i) a racemic alcohol, (ii) a selected ruthenium complex to activate racemization of the racemic alcohol, (iii) a lipase to selectively acylate one enantiomer of the racemic alcohol, and (iv) an acyl donor compound to supply an acyl group to the lipase.
    Type: Grant
    Filed: March 2, 2001
    Date of Patent: June 22, 2004
    Assignees: Samsung Fine Chemicals Co., Ltd., Pohang University of Science and Technology
    Inventors: Jai Wook Park, Mahn-Joo Kim, Jeong Hwan Koh, Hyun Min Jung
  • Patent number: 6750366
    Abstract: The present invention relates to a new microbial process for the preparation of the compound formula (I): from a compound of general formula (II): wherein R stands for an alkali metal or ammonium ion, by the submerged cultivation of a mold strain able to 6&bgr;-hydroxylate a compound of the Formula (II) in aerobic fermentation and by the separation and purification of the product of Formula (I) formed in the course of the bioconversion. The process comprises cultivating a strain of Mortierella maculata filamentous mold species that is able to 6&bgr;-hydroxylate a compound of the general Formula (II), on a nutrient medium containing assimilable carbon and nitrogen sources and mineral salts and separating the product formed from the fermentation broth, then isolating the compound of formula (I) and purifying the same. Novel strains of Mortierella maculata are also disclosed.
    Type: Grant
    Filed: December 5, 2001
    Date of Patent: June 15, 2004
    Assignee: Institute for Drug Research Ltd.
    Inventors: Antonia Jekkel, Attila Konya, Istvan Barta, Eva Ilkoy, Gyorgy Somogyi, Gabor Ambrus, Gyula Horvath, Karoly Albrecht, Istvan Szabo, Julianna Mozes Nee Suto, Janso Salat, Attila Andor, Laszlo Birinesik, Sandor Boros, Ildiko Lang, Margit Bidlo Nee Igloy
  • Patent number: 6737543
    Abstract: A novel fatty polypropoxylate ester which is an ester of an aliphatic or an aromatic monoacid formed by reacting the acid with a stoichiometric excess of a polypropoxylated fatty alcohol. The compounds have the following structural formula: wherein R1 is a polypropoxylated fatty alcohol having the structural formula: wherein R5 is a saturated or unsaturated, substituted or unsubstituted aliphatic or aromatic moiety containing from 4 to 24 carbon atoms, and x is an integer from 3 to 30; and wherein R has the structural formula: wherein R2, R3 and R4 are independently selected from the group consisting of methyl, ethyl, propyl or isopropyl; or wherein R6 is H or OH or NH2 or methyl or ethyl. The compounds possess exceptional pigment dispersant and esthetic emollient properties for use in personal care and topical pharmaceutical preparations, e.g., lipsticks, cream foundations, waterproof sunscreens, sunscreen lotions.
    Type: Grant
    Filed: February 26, 2002
    Date of Patent: May 18, 2004
    Inventors: Ronald J. Smith, Maria K. Smith, Sayer B. Needelman, G. Frank DeMonico
  • Patent number: 6730805
    Abstract: The present invention is directed to labeled compounds, [2-13C]dithane wherein the 13C atom is directly bonded to one or two deuterium atoms. The present invention is also directed to processes of preparing [2-13C]dithane wherein the 13C atom is directly bonded to one or two deuterium atoms. The present invention is also directed to labeled compounds, e.g., [2H1-2, 13C]methanol (arylthio)-, acetates wherein the 13C atom is directly bonded to exactly one or two deuterium atoms.
    Type: Grant
    Filed: April 1, 2003
    Date of Patent: May 4, 2004
    Assignee: The Regents of the University of California
    Inventors: Rodolfo A. Martinez, Marc A. Alvarez, Louis A. Silks, III, Clifford J. Unkefer
  • Patent number: 6720445
    Abstract: Novel acetyloxymethyl esters are disclosed. Methods of treating an illness, including cancer, hemological disorders and inherited metabolic disorders, and treating or ameliorating other conditions using these compounds are also disclosed. The compounds are effective in the inhibition of histone deacetylase.
    Type: Grant
    Filed: December 21, 2000
    Date of Patent: April 13, 2004
    Assignee: Beacon Laboratories, Inc.
    Inventors: Hsuan-Yin Lan-Hargest, Norbert L. Wiech
  • Publication number: 20040059150
    Abstract: An improved process for preparing reduced-odor or odorless esters, preferably benzoate esters, octanoate esters, aliphatic emollient esters and glycol dibenzoate esters. The improved process comprises, in part, removing the esterification catalyst from the crude ester after the esterification reaction is substantially complete, before neutralization of acidity. The resultant ester compositions are odorless or have substantially reduced odor as compared to commercially available esters.
    Type: Application
    Filed: July 24, 2003
    Publication date: March 25, 2004
    Applicant: FINETEX, INC.
    Inventors: Ismail I. Walele, Samad A. Syed
  • Patent number: 6696597
    Abstract: The present invention relates to metathesis syntheses for insect sex-attractant pheromones or their components, such as E-5-decenyl acetate, the major component of the Peach Twig Borer pheromone; (5R,6S)-6-acetoxy-5-hexadecanolide, the mosquito oviposition attractant pheromone; E9,Z11-hexadecadienal, the pecan nut casebearer moth pheromone; 9-tetradecenyl formate, an analog of the Diamondback Moth (DBM) pheromone; 11-tetradecenyl acetate, the Omnivorous Leafroller (OLR) pheromone; E-4-tridecenyl acetate, the major component of the Tomato Pinworm (TPW) pheromone; E,E-8,10-dodecadienol, the Codling Moth (CM) pheromone. The syntheses preferably employ a Class I-IV metathesis catalyst, entail few reaction steps, use generally commercially available starting materials, and have relatively short process times. These syntheses produce good yields without the need for expensive or sophisticated equipment.
    Type: Grant
    Filed: April 10, 2001
    Date of Patent: February 24, 2004
    Assignee: TillieChem, Inc.
    Inventors: Richard L. Pederson, Robert H. Grubbs
  • Publication number: 20040030168
    Abstract: Disclosed is a method of making trialkyl acetic acid (“neo acid”) esters and a neo acid ester composition. Neo acid esters are made by contacting a neo acid stream, comprising a mixture of neo acids, with alcohol in the presence of a catalyst. The invention has the benefit of providing a desired neo acid ester composition, while eliminating, or at least limiting, the need for separation and/or purification of the reactants prior to the synthesis of the desired neo acid esters.
    Type: Application
    Filed: August 8, 2002
    Publication date: February 12, 2004
    Inventors: Edmund John Mozeleski, Richard Henry Schlosberg, George A. Knudsen
  • Patent number: 6673959
    Abstract: The preparation of a carboxylic ester by direct reaction of a carboxylic acid and an alcohol catalyzed by a sulphonic acid R—SO3H is carried out in the presence of a solid comprising tertiary amine functions.
    Type: Grant
    Filed: June 12, 2001
    Date of Patent: January 6, 2004
    Assignee: Atofina
    Inventor: Christian Gancet
  • Patent number: 6664413
    Abstract: A process for producing an ester comprises the steps of: (a) feeding to a first vessel a feed that comprises organic acid, alcohol, and water, whereby organic acid and alcohol react to form monomeric ester and water, and whereby a first liquid effluent is produced that comprises as its components at least some ester, alcohol, and water, the components of the first liquid effluent being substantially in reaction equilibrium; and (b) feeding the first liquid effluent to a second vessel, whereby a vapor product stream and a second liquid effluent stream are produced, the vapor stream comprising ester, alcohol, and water, wherein the second vessel is maintained substantially at vapor-liquid equilibrium but not substantially at reaction equilibrium.
    Type: Grant
    Filed: November 19, 1998
    Date of Patent: December 16, 2003
    Assignee: A. E. Staley Manufacturing Co.
    Inventor: Michael Charles Milner Cockrem
  • Patent number: 6656968
    Abstract: Compounds of the formula are provided wherein R1, R2, R3 and R4 are independently selected from the group consisting of hydrogen, halogen, hydroxyl, C1-C8 alkyl, C1-C6 alkoxy, nitro, cyano, acetoxy, amino, carboxy, sulfamyl, lower acylsulfamyl and trifluoromethyl. The compounds are inhibitors of cyclooxygenase-2 activity, useful for treating inflammation and cyclooxygenase-mediated disorders.
    Type: Grant
    Filed: December 17, 2001
    Date of Patent: December 2, 2003
    Assignee: Temple University - Of the Commonwealth System of Higher Education
    Inventors: E. Premkumar Reddy, M. V. Ramana Reddy
  • Patent number: 6657075
    Abstract: Disclosed is a continuous process for the production of tertiary butyl esters by the reaction of a ketene and tertiary butyl alcohol containing a finite concentration of water. The process may be carried out in an absorber reactor with continuous recovery and purification of products by distillation. This process provides high-purity tertiary butyl acetate without the production of unwanted by-products found in many strong acid catalyzed processes.
    Type: Grant
    Filed: March 27, 2002
    Date of Patent: December 2, 2003
    Assignee: Eastman Chemical Company
    Inventors: Kevin Alan Williams, Steven Leroy Cook, Phillip Wayne Turner
  • Patent number: 6653503
    Abstract: An accelerated process for preparing a methyl ester having formula (III) said process comprising reacting a carboxylic acid or salt thereof having formula (I) with dimethyl carbonate having formula (II) in the presence of a catalyst selected from the group consisting of 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-diazabicyclo[2.2.2]octane; 4-dimethylaminopyridine; and combinations thereof, wherein R1 is selected from the group consisting of an alkyl, aryl, alkoxy, alkenyl, cycloalkyl, benzocycloalkyl, cycloalkylalkyl, aralkyl, heterocyclic, heteroaralkyl, alkoxyalkyl, carboxyalkyl, alkylcarbonyl, alkoxycarbonyl, alkoxycarbonylalkyl, and haloalkyl; and M is selected from the group consisting of hydrogen, a monovalent metal, and a monovalent fractional part of a polyvalent metal, wherein said process is conducted under microwave irradiation at a frequency from 300 MHz to 30 GHz, and at a temperature of from about 120° C. to 300° C.
    Type: Grant
    Filed: August 8, 2002
    Date of Patent: November 25, 2003
    Assignee: Novartis AG
    Inventors: Wen-Chung Shieh, Steven Dell
  • Publication number: 20030207413
    Abstract: The present invention relates to a new microbial process for the preparation of the compound formula (I) 1
    Type: Application
    Filed: May 14, 2003
    Publication date: November 6, 2003
    Inventors: Antonia Jekkel, Attila Konya, Istvan Barta, Eva Ilkoy, Gyorgy Somogyi, Gabor Ambrus, Gyula Horvath, Karoly Albrecht, Istvan Szabo, Julianna Mozes Nee Suto, Janso Salat, Attila Andor, Laszlo Birincsik, Sandor Boros, Ilidiko Lang, Margit Bidlo Nee Igloy
  • Publication number: 20030204107
    Abstract: The present invention relates to process for improving the stability and/or preventing the deactivation of the catalyst in processes of manufacture of acetic acid and/or of methyl acetate according to which processes, in a first step, referred to as the reaction step, at least one methyl formate isomerisation reaction is carried out in liquid phase, in the presence of carbon monoxide and of a catalytic system comprising at least one halogenated promoter and at least one iridium-based catalytic compound, and, in a second step, referred to as the flash step, the partial vaporisation of the reaction medium originating from the first step is carried out in a separator referred to as the flash separator, characterised in that it consists in maintaining an overall content of formic acid and of methyl formate at least equal to 1% by weight of said liquid fraction, preferably between 1 and 50%, preferably between 1 and 30%, by weight with respect to said liquid fraction, in the non-vaporised liquid fraction originati
    Type: Application
    Filed: May 1, 2003
    Publication date: October 30, 2003
    Applicant: ACETEX CHIMIE
    Inventors: Thiebaut Daniel, Patois Carl, Layeillon Lise, Marchand Daniel
  • Patent number: 6624325
    Abstract: A catalyst for producing lower fatty acid esters through esterification of a lower aliphatic carboxylic acid with a lower olefin, comprising a heteropoly acid or a, salt thereof held on a carrier, and having a specific surface area of the catalyst, as measured by a BET method, of 65 m2/g-350 m2/g. A process for producing the catalyst and a process for producing a lower fatty acid ester by using the catalyst are also provided.
    Type: Grant
    Filed: June 29, 2000
    Date of Patent: September 23, 2003
    Assignee: Showa Denko K. K.
    Inventors: Tomoyoshi Higashi, Kousuke Narumi, Hideyuki Kamei, Hiroshi Uchida
  • Publication number: 20030176728
    Abstract: The invention relates to a method for the coupled production of two esters by reacting a mixture of aliphatic alcohols with an aliphatic carboxylic acid and then treating the resulting mixture by distillation. During the distillation process, a side flow that is taken from the distillation column that is connected downstream of the esterification reactor is fed back into said esterification reactor. The pure ester compounds are obtained from the bottom of the distillation columns that are connected downstream of the esterification reactor.
    Type: Application
    Filed: March 14, 2003
    Publication date: September 18, 2003
    Inventors: Eckhard Schulz, Helmut Bauer, Klaus Dieter Merscher
  • Publication number: 20030166964
    Abstract: This invention relates to a process for the simultaneous coproduction of ethyl acetate and isopropyl acetate. The esterification reaction comprises contacting acetic acid with a mixed alcohol stream of ethanol and isopropanol. Exemplified is a purified, Fischer Tropsch derived mixture of ethanol and isopropanol. The esterification reaction occurs in the presence of an acidic catalyst in a liquid phase reaction system. The resultant crude reaction step product is separated and purified by distillation to produce acetate ester products having greater than 99.5 wt % purity.
    Type: Application
    Filed: December 19, 2000
    Publication date: September 4, 2003
    Inventors: R. Jay Warner, Carl David Murphy, Gustavo Angel Robelo Grajales, Francisco Javier Sanchez Santiago, Fernando Alejo Solorzano, Alfonso Jose Torres
  • Patent number: 6613936
    Abstract: Methods and novel intermediates for the preparation of acyclic nucleoside derivatives of the formula: where one of R1 and R2 is an amino acid acyl group and the other of R1 and R2 is a —C(O)C3-C21 saturated or monounsaturated, optionally substituted alkyl and R3 is OH or H; or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: October 18, 2000
    Date of Patent: September 2, 2003
    Assignee: Medivir AB
    Inventors: M. Robert Leanna, Steven M. Hannick, Michael Rasmussen, Howard Morton, Daniel Plata
  • Publication number: 20030158435
    Abstract: A method for preparing organic products from aqueous solutions, such as waste or byproduct liquid streams and waste or byproduct gas or vapor streams, uses phase transfer catalysis to transfer a chemical species in low concentration from the aqueous solution to the organic phase or the aqueous-organic interface. The system has little or no organic solvent, and the organic phase contains an electrophile which participates in the reaction. In one embodiment, the aqueous solution is contacted with the electrophile and a phase transfer catalyst and, optionally, a pH adjusting agent in the event that the chemical species in the aqueous solution is not sufficiently ionized to react with the electrophile, and optionally an organic solvent. A method for continuously converting a chemical species involves this contacting step, separating the phases, then dividing the organic phase into the product, the phase transfer catalyst, and the optional organic solvent.
    Type: Application
    Filed: September 6, 2002
    Publication date: August 21, 2003
    Inventors: Peter J. Joyce, Roman Bielski, Marc Halpern
  • Publication number: 20030149271
    Abstract: The invention relates to a method for the production of acyloxy acetaldehydes of formula (I), wherein R can represent an alkyl, aryl, heteroaryl, alkalyl, aklylheteroaryl or aralkyl radical which has been optionally substituted once or several times or a heterocycle or alkyl heterocycle which has been substituted once or several times, by reacting a compound of formula (II), wherein R has the meaning previously defined and M can be an alkali or alkaline earth atom, in an appropriate solvent with a compound of formula (III), wherein R1 and R2 independently represent a C1-C6-alkyl radical or together represent a C2-C6-alkyl radical and X represents a halogen atom, whereupon the correspondingly formed dialkylacetal of formula (IV), wherein R, R1 and R2 have the previously described meaning, undergoes acetal cleavage to obtain the desired acyloxy acetaldehyde of formula (I).
    Type: Application
    Filed: November 25, 2002
    Publication date: August 7, 2003
    Inventors: Wilhelmus Hubertus Boesten, Peter Riebel, Gerhard Niederhumer
  • Publication number: 20030144322
    Abstract: The invention provides a compound of formula (I): 1
    Type: Application
    Filed: October 23, 2002
    Publication date: July 31, 2003
    Inventors: Alan P. Kozikowski, Gian Luca Araldi
  • Publication number: 20030135069
    Abstract: A catalyst, for use in producing a lower aliphatic carboxylic acid ester, which is used in producing a lower aliphatic carboxylic acid ester by esterifying a lower aliphatic carboxylic acid with a lower alcohol in a gas phase and which can exhibit high initial activity and is able to stably and continuously perform the reaction. The catalyst comprises an inorganic support having supported thereon at least one heteropolyacid and/or a salt thereof.
    Type: Application
    Filed: October 5, 2001
    Publication date: July 17, 2003
    Inventors: Ayumu Fujita, Etsuko Kadowaki, Tomoyoshi Higashi, Hiroshi Uchida
  • Patent number: 6586609
    Abstract: Process for the esterification of organic acids with alcohols in a reactor of the chromatographic type in which the heterogeneous solid phase is capable of acting both as an esterification catalyst and as a means exhibiting preferential adsorption towards one of the reaction products (typically water). The process to which the present invention relates is particularly improved compared with conventional technology owing to the use, as the means for regenerating the catalyst, of a desorbent to which has been added a second compound, generally the anhydride of the acid used in the esterification reaction, which, by chemical reaction, completes the removal of the adsorbed water.
    Type: Grant
    Filed: November 30, 2001
    Date of Patent: July 1, 2003
    Assignee: La Chemical SpA
    Inventors: Roberto Ruggieri, Giovanni Ranghino, Gianni Carvoli, Agostino Tricella, Davino Gelosa, Massimo Morbidelli
  • Patent number: 6576785
    Abstract: A &ohgr;-cycloalkyl-prostaglandin E2 derivatives of the formula (I) wherein R is carboxy or hydroxymethyl; R1 is oxo, methylene or halogen atom; R2 is H, OH or C1-4 alkoxy; R3 is H, C1-8 alkyl, C2-8 alkenyl, C2-8 alkynyl, C1-8 alkyl, C2-8 alkenyl or C2-8 alkynyl substituted by 1-3 of substituent selected from halogen atom, C1-4 alkoxy, C3-7 cycloalkyl, phenyl, or phenyl substituted by 1-3 of substituent selected from halogen atom, C1-4 alkyl, C1-4 alkoxy, nitro, trifluoromethyl; n is 0-4; and non-toxic salt thereof, prodrug thereof and cyclodextrin clathrate thereof can strongly bind on EP2 subtype receptor. Therefore, they are useful for prevention and/or treatment of immune disease (autoimmune disease, organ transplantation, etc.), asthma, abnormal bone formation, neuron cell death, liver damage, abortion, premature birth or retina neuropathy of glaucoma etc.
    Type: Grant
    Filed: May 12, 2000
    Date of Patent: June 10, 2003
    Assignee: Ono Pharmaceutical Co., Ltd.
    Inventors: Kousuke Tani, Shuichi Ohuchida
  • Patent number: 6541659
    Abstract: A process for acyl substitution of an anhydride with an active-hydrogen-containing compound includes reacting the anhydride with the active-hydrogen-containing compound in the presence of a vanadyl salt catalyst to obtain a high yield of acyl substitution reaction product with high chemoselectivity.
    Type: Grant
    Filed: April 2, 2002
    Date of Patent: April 1, 2003
    Assignee: National Taiwan Normal University
    Inventor: Chien-Tien Chen
  • Publication number: 20030032837
    Abstract: A catalyst for use in producing a lower aliphatic carboxylic acid ester, wherein the catalyst is produced by a process comprising a step of contacting the catalyst with a gas containing at least one member selected from water, lower aliphatic carboxylic acids and lower aliphatic alcohols; a process for producing the catalyst; and a process for producing a lower aliphatic carboxylic acid ester using the catalyst. The catalyst can exhibit high initial activity and high space time yield, ensure sufficiently long catalyst life in practice in industry, and can prevent the production of by-product materials.
    Type: Application
    Filed: July 17, 2001
    Publication date: February 13, 2003
    Inventors: Etsuko Kadowaki, Tomoyoshi Higashi, Wataru Oguchi, Hiroshi Uchida
  • Patent number: 6515137
    Abstract: Acid addition salts of imidazolidinones are provided as catalysts for transforming a functional group within a first reactant by reaction with a second reactant. Exemplary first reactants are &agr;,&bgr;-unsaturated carbonyl compounds such as &agr;,&bgr;-unsaturated ketones and &agr;,&bgr;-unsaturated aldehydes. Chiral imidazolidinone salts can be used to catalyze enantioselective reactions, such that a chiral product is obtained from a chiral or achiral starting material in enantiomerically pure form.
    Type: Grant
    Filed: July 30, 2001
    Date of Patent: February 4, 2003
    Assignee: The Regents of the University of California
    Inventors: David W. C. MacMillan, Kateri A. Ahrendt
  • Patent number: 6515188
    Abstract: A method for safely and efficiently producing high purity 3-l-menthoxypropane-1,2-diol and intermediates to be used in the method. As shown in the following reaction formula, 3-l-menthoxypropane-1,2-diol represented by the chemical formula (IV) is produced by adding l-menthol to a 1,2-epoxy-3-halogenopropane represented by the general formula (I) (wherein X represents a halogen atom) in an organic solvent in the presence of a Lewis acid, thereby producing a 1-halogeno-3-l-menthoxypropan-2-ol represented by the general formula (II), allowing the first intermediate to react with an alkali metal salt of an aliphatic carboxylic acid having from 1 to 5 carbon atoms to produce a 1-acyloxy-2-substituted-3-l-menthoxypropane represented by the general formula (III) and then hydrolyzing the second intermediate.
    Type: Grant
    Filed: April 4, 2002
    Date of Patent: February 4, 2003
    Assignee: Takasago International Corporation
    Inventors: Akira Amano, Teruyoshi Akiyama, Takashi Miura, Toshimitsu Hagiwara
  • Patent number: 6515167
    Abstract: A low temperature process for preparing a methyl ester having formula (III) said process comprising reacting a carboxylic acid or salt thereof having formula (I) with dimethyl carbonate having formula (II) in the presence of a catalyst selected from the group consisting of 1,8 diazabicyclo[5.4.0]undec-7-ene; 1,4-diazabicyclo[2.2.2]octane; and combinations thereof, wherein said process is conducted at a temperature of about 10° C. to less than 120° C.; R1 is selected from the group consisting of an alkyl, aryl, alkoxy, alkenyl, cycloalkyl, benzocycloalkyl, cycloalkylalkyl, aralkyl, heterocyclic, heteroaralkyl, alkoxyalkyl, carboxyalkyl, alkylcarbonyl, alkoxycarbonyl, alkoxycarbonylalkyl and haloalkyl; and M is selected from the group consisting of hydrogen, a monovalent metal and a monovalent fractional part of a polyvalent metal.
    Type: Grant
    Filed: April 26, 2002
    Date of Patent: February 4, 2003
    Assignee: Novartis AG
    Inventors: Wen-Chung Shieh, Steven J. Dell
  • Publication number: 20020198403
    Abstract: The subject for the invention is to efficiently use, recover, and reuse a soluble metallic catalyst with great ease at low cost in various liquid-phase reactions using the soluble metallic catalyst.
    Type: Application
    Filed: March 25, 2002
    Publication date: December 26, 2002
    Applicant: NIPPON SHOKUBAI CO., LTD.
    Inventor: Takafumi Kubo
  • Publication number: 20020188147
    Abstract: A process to prepare an ester which reacts an acid and a base in a solvent which contains 1-methyl-2-pyrrolidinone. The use of 1-methyl-2-pyrrolidinone can replace pyridine solvent. The pyridine solvent is a challenge for disposal and safe handling.
    Type: Application
    Filed: April 12, 2002
    Publication date: December 12, 2002
    Inventor: Allen D. Johnston
  • Patent number: 6492542
    Abstract: A carboxylic acid tertiary alkyl ester (Chemical formula 1) of high purity is obtained at a high yield ratio, by continually adding an esterification agent possessing a monovalent acid group, which agent is ester-interchangeable with a tertiary alcohol, to a mixed fluid of a carboxylic acid and a tertiary alcohol: R1(COOR2)n.
    Type: Grant
    Filed: August 21, 2001
    Date of Patent: December 10, 2002
    Assignee: Honshu Chemical Industry Co., Ltd.
    Inventors: Sachiko Miyagi, Masayuki Maeda, Seiji Kawano, Taiichi Shiomi
  • Publication number: 20020183545
    Abstract: The invention relates to a process of butylacetate production by esterification of acetic acid with butanol in the presence of a solid acidic catalyst in which distillatory separation of components runs simultaneously with esterification. Thus, acetic acid and butanol are introduced in defined amounts and in the molar ratio 1:1 to 1:10 into a system, in which the reaction and the distillatory separation proceeds in three zones. The reaction together with distillatory separation of the components with different boiling points run in the reaction zone, while only distillation takes place in lower and upper separation zones. A volatile mixture is separated in the upper separation zone, from which, after being cooled at 5 to 80 ° C. water and organic phases are separated, the latest being refluxed into the system. The ratio of the feed amount to the organic phase reflux amount is 1:1 to 1:20, the reflux amount representing 60 to 100 % of the whole amount of the organic phase.
    Type: Application
    Filed: July 15, 2002
    Publication date: December 5, 2002
    Applicant: Sulzer Chemtech AG
    Inventors: Jaromir Lederer, Jiri Kolena, Jiri Hanika, Pavel Moravek, Quido Smejkal, Vladimir Macek, Willem Levering, Oliver Bailer
  • Publication number: 20020183544
    Abstract: Disclosed is a continuous process for the production of tertiary butyl esters by the reaction of a ketene and tertiary butyl alcohol containing a finite concentration of water. The process may be carried out in an absorber reactor with continuous recovery and purification of products by distillation. This process provides high-purity tertiary butyl acetate without the production of unwanted by-products found in many strong acid catalyzed processes.
    Type: Application
    Filed: March 27, 2002
    Publication date: December 5, 2002
    Inventors: Kevin Alan Williams, Steven Leroy Cook, Phillip Wayne Turner
  • Patent number: 6489273
    Abstract: A fragrance, having a 2-cyclohexyl-1,1-dimethyl ethanol derivative represented by formula (1), wherein R represents a hydrogen atom or an acetyl group, Me represents a methyl group and n represents an integer from 0 to 3, provides a very pleasing scent, has excellent stability in a product, and can be mixed well with other fragrances.
    Type: Grant
    Filed: November 28, 2000
    Date of Patent: December 3, 2002
    Assignee: Takasago International Corporation
    Inventors: Takashi Aida, Hiroyuki Matsuda, Tetsuro Yamasaki
  • Publication number: 20020161051
    Abstract: Compounds of formula (i) and of formula (ii) 1
    Type: Application
    Filed: February 27, 2001
    Publication date: October 31, 2002
    Applicant: ALLERGAN SALES, INC.
    Inventors: Ken Chow, Daniel W. Gil, Wenkui Ken Fang, Michael E. Garst
  • Patent number: 6472555
    Abstract: The present invention relates to a process for the preparation of esters from alcohols using acetic acid as acetylating agent and clays as catalysts, which comprises the preparation of esters in a single step from the reaction of aliphatic, acyclic, cyclic, heterocyclic, &agr;,&bgr;-unsaturated and aromatic alcohols with carbon atoms in the range of C1 to C10 with acetic acid in a molar ratio of 1:3 to 11 using reusable natural montmorillonite/metal ion-exchanged clay catalysts in the solvent medium of aliphatic, aromatic, or chlorinated hydrocarbons at 30-140° C. for a period in the range of 0.02 to 3.0 hrs, and recovering the corresponding esters by simple work-up procedure.
    Type: Grant
    Filed: February 12, 1999
    Date of Patent: October 29, 2002
    Assignee: Council of Scientific and Industrial Research
    Inventors: Boyapati Manoranjan Choudary, Veldurthy Bhaskar, Mannepalli Lakshmi Kantam, Kottapalli Koteswara Rao, Kondapuram Vijaya Raghavan
  • Patent number: 6465696
    Abstract: Alcohols, ethers, and olefins are manufactured from alkanes by mixing an alkane and bromine in a reactor to form alkyl bromide and hydrogen bromide. The alkyl bromide only or the alkyl bromide and the hydrogen bromide are directed into contact with metal oxide to form an alcohol and/or an ether, or an olefin and metal bromide. The metal bromide is oxidized to form original metal oxide and bromine, both of which are recycled.
    Type: Grant
    Filed: September 11, 2001
    Date of Patent: October 15, 2002
    Assignees: GRT, Inc., The Regents of the University of California
    Inventors: Xiao Ping Zhou, Galen D. Stucky, Jeffrey H. Sherman
  • Patent number: RE38659
    Abstract: The compounds of formula in which the symbols R1, R2, R3 and R4 represent independently from each other a hydrogen atom or a methyl or ethyl group, the symbol X represents an oxygen atom or an alkylene group of formula in which n is an integer from 1 to 3, the symbols R6 and R7 represent each a hydrogen atom or a methyl or ethyl group, and R5 represents an alkyl or alkoxy group from C1 to C4, linear or branched, an alkenyl group from C2 to C4, linear or branched, or a group of formula in which Y has the same meaning as X and R8 is a linear or branched alkyl group from C1 to C4 or a linear or branched alkenyl group from C2 to C4, are novel compounds showing musky odors and which confer musky-velvety, voluminous and very tenacious notes to the products to which they are added.
    Type: Grant
    Filed: December 23, 2002
    Date of Patent: November 23, 2004
    Assignee: Firmenich SA
    Inventor: Alvin S. Williams