Six-membered Alicyclic Ring Containing Patents (Class 568/822)
  • Patent number: 7323607
    Abstract: A process for preparing (+)-p-mentha-2,8-diene-1-ol comprising reacting (+)-limonene oxide with at least one amine in the presence of at least one Lewis acid to form amine adduct intermediates. The amine adduct is then oxidized to form an N-oxide that is pyrolized to form (+)-p-mentha-2,8-diene-1-ol.
    Type: Grant
    Filed: April 14, 2004
    Date of Patent: January 29, 2008
    Assignee: Mallinckrodt Inc.
    Inventors: Hong Gu, J. Kendall Killgore, John R. Duchek
  • Patent number: 7301057
    Abstract: The present invention relates to a process for preparing 3(4),8(9)-dihydroxymethyltricyclo[5.2.102.6]decane by hydrogenating the hyd roformylation products of d icyclopentad lene. The process comprises carrying out the hydrogenation in the presence of water, optionally after addition of water.
    Type: Grant
    Filed: May 25, 2005
    Date of Patent: November 27, 2007
    Assignee: Oxea Deutschland GmbH
    Inventors: Wolfgang Dukat, Edgar Storm, Klaus Schmid
  • Patent number: 7282611
    Abstract: The present invention provides a process for the preparation of a mixture of alcohols and ketones by the liquid phase oxidation of isoalkanes to alkyl hydroperoxides with simultaneous transfer of oxygen to alkanes (C8-C20) in presence of oxides alkaline earth metals like magnesium, calcium, barium and strontium and oxides of rare earth metals such as lanthanum, cerium, samarium, neodymium and europium, at a temperature ranging between 110°-160° C. and air pressure ranging between 10-1500 psig for a period of 0.5-20 h, cooling the reaction mixture to 5° C., separating the products by conventional methods such as distillation. The catalyst reused for several times without affecting its catalytic performance.
    Type: Grant
    Filed: September 25, 2006
    Date of Patent: October 16, 2007
    Assignee: Council of Scientific and Industrial Research
    Inventors: Deshpande Raj Madhukar, Rane Vilas Hari, Chaudhari Raghunath Vithal
  • Patent number: 7132391
    Abstract: An alkyl gycol ether having the following formula wherein R is a C1–C7 saturated, unsaturated, straight-chain or branched, acyclic or cyclic alkyl group, is useful as a fragrance material in perfumes, cosmetics, consumer products, and the like. When R is a saturated, straight-chain or branched, acyclic or cyclic alkyl group, these compounds are especially stable when used as fragrance materials in bleach containing products.
    Type: Grant
    Filed: July 10, 2002
    Date of Patent: November 7, 2006
    Assignee: Takasago International Corporation
    Inventors: Takashi Aida, Andrew T. Lupo, Hiroyuki Matsuda
  • Patent number: 7019181
    Abstract: A method is described for the preparation of a trimethylcyclohexyl-alkan-3-ol containing a proportion of trans isomer of Formula D where R=H, Me, Et, n-propyl, iso-propyl, n-butyl, iso-butyl or tert-butyl and R1=Me, Et, n-propyl, iso-propyl, n-butyl, iso-butyl or tert-butyl, or of a mixture of several such trimethylcyclohexyl-alkan-3-ols, wherein the method comprises catalytically hydrogenating corresponding compound(s) of Formula B in which R and R1 in each case have the indicated meanings, in the presence of a nickel catalyst, preferably of Raney nickel, and in an absence of catalytically active amounts of copper chromite.
    Type: Grant
    Filed: September 18, 2003
    Date of Patent: March 28, 2006
    Assignee: Symrise GmbH & Co. KG
    Inventors: Dietmar Schatkowski, Wilhelm Pickenhagen, Hartmut Struwe, Johannes Panten, Klaus Sch{hacek over (a)}fer
  • Patent number: 6930209
    Abstract: A method for liquid phase oxidation of a cycloalkane compound is provided by which the cycloalkane compound intended to be oxidized mixes with water to form an azeotropic mixture, and then an oxygen enriched gas is introduced to perform an oxidation reaction. This method is particularly suitable for liquid phase oxidation of cyclohexane by using an oxygen enriched gas or pure oxygen, which not only enhances conversion rate and selectivity of the cyclohexane oxidation process but also improves process safety in the use of an oxygen enriched gas or pure oxygen for cyclohexane oxidation.
    Type: Grant
    Filed: May 20, 2003
    Date of Patent: August 16, 2005
    Assignee: Chinese Petrochemical Development Co., Ltd.
    Inventors: Jenq-Renn Chen, Hsiao-Hui Yang, Chung-Ho Wu
  • Patent number: 6906013
    Abstract: The novel compound, cyclohexanbutanol, 4-(hydroxymethyl)-alpha, alpha-dimethyl- having the structure: and the use of the compound in creating fragrances, and scents in items such as perfumes, colognes and personal care products is disclosed.
    Type: Grant
    Filed: June 22, 2004
    Date of Patent: June 14, 2005
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Anubhav P. S. Narula, Patrick M. Merritt, Richard Anthony Weiss, Charles E. J. Beck
  • Patent number: 6900359
    Abstract: A method of making a 3-alkylcycloalkanol of formula 2: where R1 represents a methyl or ethyl group, R2 represents hydrogen, R3 represents an ethyl, propyl, butyl, isobutyl or isoamyl group, R4 represents hydrogen and R5 represents hydrogen, or a methyl, ethyl, propyl, isobutyl or isoamyl group comprises the following steps: (1) carrying out an electrophilic substitution reaction of an alkyl group or precursor thereof, on an ortho-substituted alkylbenzene compound of formula 3: where R6 represents hydrogen, or a methyl or ethyl group; (2) hydrogenating the reaction product of step (1); (3) performing an elimination reaction on one or more reaction products of step (2) to produce one or more alkene products; and (4) hydrating the one or more alkene products of step (3) to provide a 3-alkylcycloalkanol of formula 2. The electrophilic substitution reaction of step (1) may be a Friedel-Crafts acylation, e.g. using an isopropyl ketone precursor, or a Friedel-Crafts alkylation, e.g. using an isobutyl group.
    Type: Grant
    Filed: August 10, 2001
    Date of Patent: May 31, 2005
    Assignee: Quest International Services B.V.
    Inventors: Simon Ellwood, Jan Thomas Haines, Christopher Paul Newman
  • Patent number: 6894198
    Abstract: An alkali metal alkoxide or alkaline earth metal alkoxide in granular form.
    Type: Grant
    Filed: October 15, 2002
    Date of Patent: May 17, 2005
    Assignee: Degussa AG
    Inventors: Andreas Harthun, Christoph Theis, André Noppe, Josef Metz
  • Publication number: 20040210076
    Abstract: The present invention relates to process wherein (+)-2-carene epoxide is coupled with a compound X-Y that contains nucleophilic and electrophilic moieties, to produce a compound of formula (5). The reaction mixture consists essentially of a source of (+)-2-carene epoxide, compound X-Y, optionally an inert solvent and optionally a pH buffer. No acid catalyst is used in the process.
    Type: Application
    Filed: June 7, 2004
    Publication date: October 21, 2004
    Inventors: Michael Casner, Theodore Maurice Resnick, Lee Jonathan Silverberg
  • Patent number: 6774269
    Abstract: A process for producing l-isopulegol by simple operations with safety in high yield. A process for producing isopulegol, which comprises selectively cyclizing citronellal in the presence of a tris(2,6-diarylphenoxy)aluminum catalyst represented by the following general formula (3): wherein Al represents an aluminum atom, Ar1 and Ar2 each represent a substituted or unsubstituted aryl group or a heteroaryl group; and R1, R2 and R3 each represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atom(s), an alkoxy group having 1 to 8 carbon atom(s), a substituted or unsubstituted aryl group, a dialkylamino group having 1 to 4 carbon atom(s), or a nitro group.
    Type: Grant
    Filed: January 15, 2002
    Date of Patent: August 10, 2004
    Assignee: Takasago International Corporation
    Inventors: Takeshi Iwata, Yoshiki Okeda, Yoji Hori
  • Publication number: 20040073050
    Abstract: The present invention relates to substituted cyclohexenes, to their use as well as to their preparation method. These compounds have powerful long lasting natural fruity grapefruit notes with minty and fresh green tonalities.
    Type: Application
    Filed: May 23, 2003
    Publication date: April 15, 2004
    Inventor: Andreas Goeke
  • Publication number: 20040059163
    Abstract: A method is described for the preparation of a trimethylcyclohexyl-alkan-3-ol containing a proportion of trans isomer of Formula D 1
    Type: Application
    Filed: September 18, 2003
    Publication date: March 25, 2004
    Inventors: Dietmar Schatkowski, Wilhelm Pickenhagen, Hartmut Struwe, Johannes Panten, Klaus Schafer
  • Publication number: 20040014633
    Abstract: An alkyl gycol ether having the following formula 1
    Type: Application
    Filed: July 10, 2002
    Publication date: January 22, 2004
    Applicant: Takasago International Corporation
    Inventors: Takashi Aida, Andrew T. Lupo, Hiroyuki Matsuda
  • Patent number: 6646170
    Abstract: The present invention relates to novel ether compounds, compositions comprising ether compounds, and methods useful for treating and preventing cardiovascular diseases, dyslipidemias, dysproteinemias, and glucose metabolism disorders comprising administering a composition comprising an ether compound. The compounds, compositions, and methods of the invention are also useful for treating and preventing Alzheimer's Disease, Syndrome X, peroxisome proliferator activated receptor-related disorders, septicemia, thrombotic disorders, obesity, pancreatitis, hypertension, renal disease, cancer, inflammation, and impotence. In certain embodiments, the compounds, compositions, and methods of the invention are useful in combination therapy with other therapeutics, such as hypocholesterolemic and hypoglycemic agents.
    Type: Grant
    Filed: April 26, 2002
    Date of Patent: November 11, 2003
    Assignee: Esperion Therapeutics, Inc.
    Inventors: Jean-Louis Henri Dasseux, Carmen Daniela Oniciu
  • Patent number: 6630609
    Abstract: A process for the preparation of a composition having the formula: in which a compound having the formula: is treated with a base and a silylating agent.
    Type: Grant
    Filed: July 16, 2002
    Date of Patent: October 7, 2003
    Assignee: Florida State University
    Inventors: Robert A. Holton, Phong Vu, Tawfik Gharbaoui, Vincent Reboul
  • Publication number: 20030181769
    Abstract: Processes for producing branched compounds are described wherein a carbonyl compound is condensed in the presence of a catalyst selected from the group consisting of acids and bases, to form an &agr;,&bgr;-unsaturated condensation product; and the &agr;,&bgr;-unsaturated condensation product is hydrogenated.
    Type: Application
    Filed: March 18, 2003
    Publication date: September 25, 2003
    Inventors: Sabine Both, Albrecht Schwerin, Erich Reuter, Georg Fieg, Juergen Falkowski
  • Patent number: 6610889
    Abstract: Methods and compositions are provided for the direct catalytic asymmetric aldol reaction of aldehydes with donor molecules selected from ketones and nitroalkyl compounds. The reactions employ as catalyst a Group 2A or Group 2B metal complex of a ligand of formula I, as defined further herein.
    Type: Grant
    Filed: October 31, 2001
    Date of Patent: August 26, 2003
    Assignee: The Board of Trustees of the Leland Stanford Junior University
    Inventors: Barry M. Trost, Hisanaka Ito
  • Publication number: 20030109756
    Abstract: The invention relates to a process for the preparation of 3,3,5-trimethylcyclohexanol by hydrogenation of isophorone in the presence of a ruthenium catalyst.
    Type: Application
    Filed: December 3, 2002
    Publication date: June 12, 2003
    Inventors: Walter Kuhn, Hans-Ulrich Funk, Gerhard Senft, Heinz-Dieter Quest
  • Patent number: 6559118
    Abstract: Novel compounds having the structure (I) where R1 is a lower alkyl group, R2, R3, R4 and R5 is each independently hydrogen or a lower alkyl group, R6 is hydrogen, a lower alkyl group, an alkylidene group or a lower alkenyl group and R7 is hydrogen or a lower alkyl group, have desirable odor properties, possibly of a blackcurrant, green, buchu, cassis nature, and find use in perfumes and perfumed products.
    Type: Grant
    Filed: December 7, 2001
    Date of Patent: May 6, 2003
    Assignee: Quest International B.V.
    Inventor: Kenneth Palmer
  • Publication number: 20030069452
    Abstract: A reactant selected from the group consisting of alkanes, alkenes, and aromatics is reacted with a metal halide to form the halide of the reactant and reduced metal. The reduced metal is oxidized to form metal oxide. The metal oxide is reacted with the halide of the reactant to produce the alcohol and/or the ether corresponding to the reactant and the original metal halide which is recycled.
    Type: Application
    Filed: November 19, 2002
    Publication date: April 10, 2003
    Inventors: Jeffrey H. Sherman, Eric McFarland
  • Publication number: 20030004357
    Abstract: The invention relates to a novel method for carrying out reactions of carbonyl compounds with organometallic reagents, especially grignard reagents. The inventive method is characterised in that the organometallic reagent and the carbonyl compound are provided and tempered separately in a suitable solvent before being pumped into a tempered mini/micromixer.
    Type: Application
    Filed: July 3, 2002
    Publication date: January 2, 2003
    Inventors: Ulrich Koop, Holger Krummradt, Michael Schwarz, Joran Stoldt, Jurgen Eckstein, Stefan Zehner, Wolfgang Melichar
  • Publication number: 20020169311
    Abstract: The invention relates to a method comprising a multistep process for recovering betaine, erythritol, inositol, sucrose, mannitol, glycerol and amino acids from corresponding starting materials. The invention comprises the use of a weakly acid cation exchange resin in chromatographic column in the multistep process. The starting materials are especially beet molasses, betaine molasses, syrups, thick juices, raw juices, corn steep cane based solutions and glycerol.
    Type: Application
    Filed: September 28, 2001
    Publication date: November 14, 2002
    Applicant: Finnfeeds Finland Oy
    Inventors: Hannu Paananen, Jarmo Kuisma, Vili Ravanko, Nina Mayra, Heikki Heikkila, Jari Lewandowski
  • Patent number: 6440400
    Abstract: The present invention is a trimethylcyclohexane derivative represented by Formula (1): wherein A represents C═O or CH—OH, n represents 2, R1 represents hydrogen or a methyl group, R2 represents a straight or branched, saturated or unsaturated hydrocarbon group having 3 to 10 carbon atoms, and a dotted line represents a saturated or unsaturated carbon-carbon bond, a melanin production inhibitor and a fragrance fixative comprising one or more of the trimethylcyclohexane derivatives, and a dermal formulation comprising one or more of the melanin production inhibitors and/or fragrance fixatives.
    Type: Grant
    Filed: August 2, 2000
    Date of Patent: August 27, 2002
    Assignee: Takasago International Corporation
    Inventors: Takashi Aida, Hiroyuki Matsuda, Kenya Ishida, Tetsuro Yamasaki, Eiko Tamai, Kazuhiko Tokoro
  • Patent number: 6441253
    Abstract: A process for the preparation of a compound having the formula: the process comprising treating a compound having the formula: with an alkyl metal species or with a Lewis acid in the presence of a tertiary amine base, wherein P2 is hydrogen or a hydroxyl protecting group.
    Type: Grant
    Filed: July 17, 2000
    Date of Patent: August 27, 2002
    Assignee: Florida State University
    Inventors: Robert A. Holton, Phong Vu, Tawfik Gharbaoui, Vincent Reboul
  • Publication number: 20020087034
    Abstract: The present invention relates to a process for the preparation of cis-2-tertiary-butylcyclohexanol, where 2-tertiary-butylphenol is hydrogenated in the presence of a nickel/iron catalyst mixture and 2-tertiary-butylcyclohexyl acetate.
    Type: Application
    Filed: December 7, 2001
    Publication date: July 4, 2002
    Inventor: Walter Kuhn
  • Patent number: 6407294
    Abstract: A process for producing 1,6-hexanediol by hydrogenation of adipic esters and/or 6-hydroxycaproic esters in the gas phase at elevated temperature and elevated pressure in the presence of chromium-free catalysts comprises hydrogenating a) over a catalyst comprising copper, manganese and aluminum as essential constituents or over Raney copper, b) at a temperature of from 150 to 230° C. and a pressure of from 10 to 70 bar, c) at a molar ratio of hydrogen to ester to be hydrogenated within the range from 150:1 to 300:1, and d) at a catalyst space velocity of from 0.01 to 0.3 kg of C6 ester per liter of catalyst per hour.
    Type: Grant
    Filed: April 20, 2000
    Date of Patent: June 18, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Boris Breitscheidel, Rolf Pinkos, Frank Stein, Shelue Liang, Rolf Hartmuth Fischer
  • Patent number: 6407293
    Abstract: A process for producing highly pure 3-1-menthoxypropane-1,2-diol safely and efficiently, and an intermediate to be used in the process. 3-1-menthoxypropane-1,2-diol represented by the chemical formula (IV) is produced by adding 1-menthol to a 1,2-epoxy-3-halogenopropane represented by the following general formula (I) (wherein X represents a halogen atom) in an organic solvent in the presence of a Lewis acid to produce a novel 1-halogeno-3-1-menthoxypropan-2-ol represented by the following general formula (II), then, epoxidating it with a base in the presence of a phase transfer catalyst to produce a 1,2-epoxy-3-1-menthoxypropane represented by the chemical formula (III), and further hydrolyzing it.
    Type: Grant
    Filed: September 26, 2001
    Date of Patent: June 18, 2002
    Assignee: Takasago International Corporation
    Inventors: Akira Amano, Teruyoshi Akiyama, Takashi Miura, Toshimitsu Hagiwara
  • Publication number: 20020065436
    Abstract: Cyclohexanone, cyclohexanol and/or cyclohexyl hydroperoxide are prepared at a high productivity by allowing cyclohexane to be in contact with an oxygen-containing gas using a catalyst comprising a cyclic N-hydroxyimide and a transition metal compound in the presence of cyclohexanone and optional cyclohexanol.
    Type: Application
    Filed: November 26, 2001
    Publication date: May 30, 2002
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED, DAICEL CHEMICAL INDUSTRIES, LTD.
    Inventors: Shuzo Murata, Nobuhiro Tani
  • Patent number: 6376722
    Abstract: A lutein to zeaxanthin isomerization process which includes a saponification or alkali treatment of a plant extract containing lutein followed by a heating period under controlled conditions, is carried out in the presence of a surface active agent having an HLB of from 1 to 40 as a catalyst for the lutein to zeaxanthin isomerization reaction, at a temperature between 70 to 140° C., in order to obtain a reaction product with high zeaxanthin concentrations of up to 80% of the total carotenoids.
    Type: Grant
    Filed: October 29, 1998
    Date of Patent: April 23, 2002
    Inventors: Vicente Ernesto Ridaura Sanz, Oscar Rubén García Correa, Armando Prado Naranjo
  • Publication number: 20020040170
    Abstract: Adamantanediols are produced by the hydroxylation of adamantane compounds in a water/organic solvent two-phase system in the presence of a ruthenium compound and a hypochlorite. Throughout the hydroxylation, the hypochlorite concentration in the water phase is regulated within a narrow limited range, for example, by monitoring the pH of the reaction system. With such a control of the hypochlorite concentration, the adamantanediols are produced in a high selectivity and a high yield.
    Type: Application
    Filed: September 19, 2001
    Publication date: April 4, 2002
    Applicant: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Minoru Kakuda, Takashi Onozawa, Hiroshi Kurata, Kikuo Furukawa
  • Patent number: 6365782
    Abstract: A method of producing tricyclodecane dicarbaldehyde and/or pentacyclopentadecane dicarbaldehyde by the hydroformylation of dicyclopentadiene and/or tricyclopentadiene. The tricyclodecane dicarbaldehyde and/or pentacyclopentadecane dicarbaldehyde in the hydroformylation product liquid are extracted with an extraction solvent comprising a polyhydric alcohol having 2 to 6 carbon atoms. With such extraction, the tricyclodecane dicarbaldehyde and/or pentacyclopentadecane dicarbaldehyde transfer into the extraction solvent while retaining the catalyst components in the hydroformylation solvent. The controlled extraction atmosphere with an oxygen concentration of 1000 ppm or lower prevents the rhodium compound from transferring into the extraction solvent, thereby avoiding the loss of expensive rhodium.
    Type: Grant
    Filed: July 3, 2000
    Date of Patent: April 2, 2002
    Assignee: Mitsbushi Gas Chemical Company, Inc.
    Inventors: Kenichi Nakamura, Kazuhiro Yamada, Takashi Fujii, Takashi Motoi
  • Publication number: 20020028975
    Abstract: A new process prepares retiferol derivatives of formula I: 1
    Type: Application
    Filed: September 6, 2001
    Publication date: March 7, 2002
    Inventors: Hans Hilpert, Beat Wirz
  • Patent number: 6335472
    Abstract: Epoxidized C6-C12 cyclohydrocarbon compounds, for example, epoxidized C6-C12 cycloalkanes, cycloalkenes and/or cycloalkadienes are converted to cycloalkanols, cycloalkanones and cycloalkanes by hydrogenating the epoxidized C6-C12 cyclohydrocarbon compounds with hydrogen under a pressure of 0.1 to 5.4 MPa at a temperature of 100 to 280° C. in the presence of a catalyst containing at least one platinum group metal, for example, Pd or Ru.
    Type: Grant
    Filed: December 22, 1999
    Date of Patent: January 1, 2002
    Assignee: UBE Industries, Ltd.
    Inventors: Tokuo Matsuzaki, Yasuo Nakamura, Takumi Manabe, Takato Nakamura, Nobuyuki Kuroda, Hiroshi Shiraishi
  • Patent number: 6329557
    Abstract: The present invention provides an industrial scale process for obtaining lutein and zeaxanthin concentrates of high purity from saponified marigold extracts that may have high levels of chlorophyll.
    Type: Grant
    Filed: June 9, 2000
    Date of Patent: December 11, 2001
    Assignee: Prodemex, S.A. de C.V.
    Inventors: Gustavo Rodriguez, Mario-David Torres-Cardona, Alejandro Diaz
  • Patent number: 6313087
    Abstract: Perfumes and perfumed products comprising 3-alkylcycloalkan-1-ols of formula (I), wherein R1 represents hydrogen or a methyl, ethyl or propyl group; R2, R4 and R5 independently represent hydrogen or a methyl group; R3 represents a saturated hydrocarbon group with 4-8 carbon atoms, provided that the first carbon atom of this hydrocarbon group is not a tertiary carbon atom, and n represents the numbers 1, 2 and 3. The invention also concerns compounds of formula (I) wherein R1 represents a methyl, ethyl or propyl group and R2-R5 are as outlined above.
    Type: Grant
    Filed: October 25, 1999
    Date of Patent: November 6, 2001
    Assignee: Quest International BV
    Inventor: Karen Jane Rossiter
  • Patent number: 6291713
    Abstract: There is described a process of transferring &agr;,&bgr;-unsaturated alkyl groups to an electrophile (aldehyde, ketone, nitrile, imine, alkyne) by means of a masked zinc alkyl in an aprotic solvent.
    Type: Grant
    Filed: September 23, 1999
    Date of Patent: September 18, 2001
    Assignee: Metallgesellschaft Aktiengesellschaft
    Inventors: Philip Jones, Paul Knochel
  • Patent number: 6248924
    Abstract: A process for the reaction of an organic compound in the presence of a catalyst comprising, as active metal, ruthenium alone or together with at least one Group Ib, VIIb, or VIIIb metal in an amount of from 0.01 to 30 wt %, based on the total weight of the catalyst, applied to a support, wherein from 10 to 50% of the pore volume of the support comprises macropores having a pore diameter in the range of from 50 nm to 10,000 nm and from 50 to 90% of the pore volume of the support comprises mesopores having a pore diameter in the range of from 2 to 50 nm, the sum of said pore volumes being 100%, and said catalyst as such.
    Type: Grant
    Filed: June 16, 1997
    Date of Patent: June 19, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Rühl, Boris Breitscheidel, Jochem Henkelmann, Andreas Henne, Rolf Lebkücher, Konrad Knoll, Paul Naegele, Hermann Gausepohl, Sabine Weiguny, Norbert Niessner
  • Patent number: 6215031
    Abstract: The present invention relates to a 3-hydroxymethylcycloalkanol of the following formula (1), and a process for production of a 3-hydroxymethylcycloalkanol of the formula (1) by reduction of 3-formylcycloalkanone or 3-formylcycloalkenone. In accordance with the present invention, 3-hydroxymethylcycloalkanol, which is useful as the starting material for the production of polymers, can be produced with high conversion and high selectivity.
    Type: Grant
    Filed: September 24, 1998
    Date of Patent: April 10, 2001
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Kenichi Yamamoto, Kazuyuki Matsuoka, Hiroshi Yagihara
  • Publication number: 20010000035
    Abstract: A process for the reaction of an organic compound in the presence of a catalyst comprising, as active metal, ruthenium alone or together with at least one Group Ib, VIIb, or VIIIb metal in an amount of from 0.01 to 30 wt %, based on the total weight of the catalyst, applied to a support, wherein from 10 to 50% of the pore volume of the support comprises macropores having a pore diameter in the range of from 50 nm to 10,000 nm and from 50 to 90% of the pore volume of the support comprises mesopores having a pore diameter in the range of from 2 to 50 nm, the sum of said pore volumes being 100%, and said catalyst as such.
    Type: Application
    Filed: November 30, 2000
    Publication date: March 15, 2001
    Inventors: Thomas Ruhl, Boris Breitscheidel, Jochem Henkelmann, Andreas Henne, Rolf Lebkucher, Konard Knoll, Paul Naegele, Hermann Gausepohl, Sabine Weiguny, Norbert Niessner
  • Patent number: 6156940
    Abstract: The present invention relates to a process for producing optically active halomethyl phenyl carbinols of the formula (1), comprising reducing halomethyl phenyl ketones of the formula (2) using an asymmetric reducing agent obtained from boranes and optically active .alpha.-phenyl-substituted-.beta.-amino alcohols of the formula (3) or optically active .alpha.-non-substituted-.beta.-amino alcohols of the formula (4).The present invention further relates to a process for producing optically active carbinols, comprising reacting a prochiral ketone with, an asymmetric reducing agent obtained from optically active .beta.-amino alcohols of the formula (5), a metal boron hydride and Lewis acid or lower dialkyl sulfuric acid. All of the formulas (1) to (5) are the same as shown in the specification.
    Type: Grant
    Filed: April 8, 1998
    Date of Patent: December 5, 2000
    Assignees: Sumika Fine Chemicals Company, Limited, Sumitomo Chemical Company, Limited
    Inventors: Kenji Saito, Norio Kometani, Azusa Fujiwara, Yukio Yoneyoshi, Gohfu Suzukamo
  • Patent number: 6054426
    Abstract: The optically active compounds of formula ##STR1## wherein R.sup.1 represents a hydrogen atom or a methyl radical, or of formula ##STR2## are useful as perfuming ingredients for the preparation of perfuming compositions and perfumed articles to which they impart woody-amber notes.
    Type: Grant
    Filed: March 28, 1994
    Date of Patent: April 25, 2000
    Assignee: Firmenich SA
    Inventors: Karl-Heinrich Schulte-Elte, Christian Margot, Christian Chapuis, Dana Philip Simmons, Daniel Reichlin
  • Patent number: 6025323
    Abstract: The compounds of formula ##STR1## in which R stands for a methyl or ethyl group, are used as perfume ingredients for the preparation of perfuming compositions and perfumed articles, to which they confer aromatic and thujonic notes. The compounds can be used in the form of a mixture of enantiomers or in an enantiomerically pure state. The invention also comprises original processes for the preparation of these compounds.
    Type: Grant
    Filed: May 13, 1998
    Date of Patent: February 15, 2000
    Assignee: Firmenich SA
    Inventors: Charles Fehr, Christian Margot
  • Patent number: 5977402
    Abstract: 4-tert.-Butylcyclohexanol having a larger content of its cis-isomer is prepared by hydrogenating 4-tert.-butylphenol in a solvent in the presence of a rhodium catalyst and a compound selected from the group consisting of hydrogen chloride and (anhydrous) sulfuric acid. Furthermore, 4-tert.-butylcyclohexanol obtained by the above hydrogenation is acetylated to give 4-tert.-butylcyclohexyl acetate.
    Type: Grant
    Filed: April 22, 1998
    Date of Patent: November 2, 1999
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masahito Sekiguchi, Shin Tanaka
  • Patent number: 5973211
    Abstract: A method of isomerizing lutein to yield a mixture of epimers of zeaxanthin includes the following steps: mixing a lutein-containing extract in a glycol solution to obtain a mixture, treating the mixture with alkali to obtain an alkali-containing mixture, reacting the alkali-containing mixture in the presence of heat for a duration consistent with achieving a desired level of isomerization of lutein to zeaxanthin.
    Type: Grant
    Filed: July 18, 1997
    Date of Patent: October 26, 1999
    Assignee: Prodemex, S.A. DE C.V.
    Inventor: Gustavo Rodriguez
  • Patent number: 5942645
    Abstract: A process for hydrogenating aromatic compounds in which at least one hydroxyl group is bonded to an aromatic ring comprises bringing at least one of these compounds into contact with free hydrogen in the presence of a catalyst, wherein the catalyst comprises ruthenium and, if desired, at least one metal of transition groups I, VII and VIII in an amount of from 0.01 to 30% by weight, preferably from 0.2 to 15% by weight, based on the total weight of the catalyst, applied to a support, where the support has a mean pore diameter of at least 0.1 .mu.m, preferably at least 0.5 .mu.m, and a surface area of at most 15 m.sup.2 /g, preferably at most 10 m.sup.2 /g.
    Type: Grant
    Filed: February 3, 1997
    Date of Patent: August 24, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Rutter, Thomas Ruhl, Boris Breitscheidel, Jochem Henkelmann, Thomas Wettling
  • Patent number: 5932774
    Abstract: A method for the preparation of D-chiro-inositol from kasugamycin, comprising the steps of: (a) reacting kasugamycin with an acetylating agent to form a crude hexa-acetate intermediate; (b) purifying the crude intermediate to form purified hexa-acetate intermediate; (c) deacetylating the purified intermediate to form D-chiro-inositol; and (d) isolating the D-chiro-inositol. The method permits efficient, large-scale preparation of D-chiro-inositol without the need for extensive chromatographic purification of the final D-chiro-inositol product.
    Type: Grant
    Filed: November 6, 1995
    Date of Patent: August 3, 1999
    Assignee: Abbott Laboratories
    Inventors: David A. Riley, Ashok V. Bhatia, Steven A. Chamberlin, Gregg E. Robinson
  • Patent number: 5929124
    Abstract: Antimicrobial diterpenes and methods of using them.
    Type: Grant
    Filed: August 22, 1997
    Date of Patent: July 27, 1999
    Inventors: Kurt Hostettmann, Frederic Schaller
  • Patent number: 5919986
    Abstract: Compounds of formula I: ##STR1## wherein the dotted carbon-carbon bond in the D-ring is C--C or C.dbd.C; C(R,R) is CH.sub.2 or C.dbd.CH.sub.2,R.sup.1 is H, F or OH,R.sup.2 and R.sup.3 are each independently C.sub.1-4 -alkyl or CF.sub.3, or together with the carbon to which they are bound form C.sub.3-6 -cycloalkyl.are useful in the treatment of vitamin D dependent disorders, such as psoriasis, leukemia; acne and seborrhoic dermatitis; osteoporosis hyperparathyroidism accompanying renal failure; and multiple sclerosis.
    Type: Grant
    Filed: October 13, 1998
    Date of Patent: July 6, 1999
    Assignee: Hoffmann-la Roche Inc.
    Inventors: Pierre Barbier, Franz Bauer, Peter Mohr, Marc Muller, Wolfgang Pirson
  • Patent number: RE37159
    Abstract: An optically active 3-[6(S)-2,2,6-trimethylcyclohexan-1-yl]propanol derivative represented by formula (I): wherein R1 represents a lower alkyl group, and a perfume containing the same as an active ingredient are disclosed.
    Type: Grant
    Filed: July 8, 1998
    Date of Patent: May 1, 2001
    Assignee: Takasago International Corporation
    Inventors: Tatsuya Ohmoto, Akemi Shimada, Takeshi Yamamoto