Reactant Contains -coo- Group Patents (Class 568/319)
  • Patent number: 7129367
    Abstract: Palladum-phosphine complexes obtained by reacting a 5 compound of formula (1) below with a palladium compound: F(I) (wherein R1 is a hydrogen atom, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R2 and R3 are each, the same or different, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R4 and R5 are each, the same or different, a hydrogen atom, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R6, R7, R8 and R9 are each, the same or different, an alkyl group, a cycloalkyl group, a phenyl group which may be substituted, an alkoxyl group, a dialkylamino group, a halogen atom, a phenyl group, a benzyl group, a naphthyl group or a halogenated alkyl group; R6 and R7, R8 and R9 may be combined to form, each, a fused ring, a trimethylene group, a tetramethylene group or a 20 methylenedioxy group; p, q, r and s are each an integer of 0 to 5; and p+q, and r+s are each in the range of 0 to 5.
    Type: Grant
    Filed: February 12, 2004
    Date of Patent: October 31, 2006
    Assignee: Takasago International Corporation
    Inventors: Ken Suzuki, Yoji Hori
  • Patent number: 7091385
    Abstract: The present invention relates to new molecular sieve SSZ-71 prepared using a N-benzyl-1,4-diazabicyclo[2.2.2]octane cation as a structure-directing agent, methods for synthesizing SSZ-71 and processes employing SSZ-71 in a catalyst.
    Type: Grant
    Filed: November 2, 2005
    Date of Patent: August 15, 2006
    Assignee: Chevron U.S.A. Inc.
    Inventors: Cong-Yan Chen, Allen W. Burton, Jr., Ann J. Liang
  • Patent number: 7084304
    Abstract: The present invention relates to new crystalline molecular sieve SSZ-70 prepared using a N,N?-diisopropyl imidazolium cation as a structure-directing agent, methods for synthesizing SSZ-70 and processes employing SSZ-70 in a catalyst.
    Type: Grant
    Filed: November 2, 2005
    Date of Patent: August 1, 2006
    Assignee: Chevron U.S.A. Inc.
    Inventors: Stacey I. Zones, Allen W. Burton, Jr.
  • Patent number: 7057079
    Abstract: A method of producing a halogen alkenone ether by attaching carboxylic acid halogenides or carboxylic acid anhydrides to a vinyl ether. According to the invention the method is carried out in the presence of an onium salt of a carbonic acid which can be regenerated. The resulting product is obtained in high yields. Alternatively, pyridine which is substituted by one, two or three C1–C3 alkyl groups or other onium salts can be used.
    Type: Grant
    Filed: August 6, 2004
    Date of Patent: June 6, 2006
    Assignee: Solvay Fluor und Derivate GmbH
    Inventors: Max Braun, Uta Claassen
  • Patent number: 6933405
    Abstract: The present invention is a user- and eco-friendly hypervalent iodine reagent (mIBX) capable of selectively oxidizing allylic and benzylic alcohols in water and other eco-friendly solvents and having generally the following structure: Allylic and benzylic alcohols are cleanly oxidized to the corresponding carbonyl compounds in water or water-THF mixtures, or other mixtures, using a water-soluble o-iodoxybenzoic acid derivative of the present invention.
    Type: Grant
    Filed: July 31, 2003
    Date of Patent: August 23, 2005
    Assignee: Board of Trustees of Western Illinois University
    Inventors: Thottumkara K. Vinod, Arun P. Thottumkara
  • Patent number: 6919485
    Abstract: The invention relates to benzophenones of formula (I), in which the substituents have the following meanings: X represents halogen; R1 represents hydrogen, halogen, C1-C6 alkyl, halo-C1-C2 alkyl, C1-C4 alkoxy, oxyhalomethyl or nitro, and; R2 represents hydrogen, C1-C6 alkyl, benzyl, cyclohexylmethyl or C3-C6 alkenyl.
    Type: Grant
    Filed: March 9, 2002
    Date of Patent: July 19, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Grote, Andreas Gypser, Joachim Rheinheimer, Ingo Rose, Peter Schäfer, Frank Schieweck, Norbert Götz, Karl Eicken, Eberhard Ammermann, Siegfried Strathmann, Gisela Lorenz, Reinhard Stierl
  • Patent number: 6818796
    Abstract: A subject of the present invention is a process for preparation of fluorinated ketones corresponding to general formula (I) R1—CO—R2 in which R1 and R2 are as defined in claim 1, characterized in that it consists of reacting two carboxylic acids of Formula (II), R1—COOH and Formula (III), R2—COOH, in the gaseous phase and in the presence of a catalyst comprising at least one oxide of an element chosen from the rare earths, thorium, titanium and aluminum.
    Type: Grant
    Filed: September 26, 2003
    Date of Patent: November 16, 2004
    Assignee: Rhodia Chimie
    Inventor: Roland Jacquot
  • Patent number: 6814895
    Abstract: The present invention is concerned with a novel process for the preparation of 1-(3,5-bis(trifluoromethyl)phenyl)ethan-1-one (CAS 30071-93-3). This compound is useful as an intermediate in the synthesis of therapeutic agents.
    Type: Grant
    Filed: January 28, 2004
    Date of Patent: November 9, 2004
    Assignee: Merck & Co., Inc.
    Inventors: Raymond Cvetovich, Tomoyuki Asai, Yoshiko Yodogawa
  • Publication number: 20040186321
    Abstract: The invention relates to a method for producing ketones by reacting boric acid derivates with carbocylic acid anhydrides in the presence of a transition metal catalyst. The carboxylic acid anhydrides can either be used in isolated form or produced from carboxylic acids in a reaction mixture. This method enables the simple embodiment of a multitude of functionalised ketones in a single reaction step.
    Type: Application
    Filed: May 25, 2004
    Publication date: September 23, 2004
    Inventors: Lukas Goossen, Keya Ghosh
  • Publication number: 20040102654
    Abstract: The present invention relates to a process facilitating the regeneration of a catalyst based on a zeolite, employed in an acylation reaction.
    Type: Application
    Filed: November 14, 2003
    Publication date: May 27, 2004
    Inventors: Michel Spagnol, Laurent Gilbert, Anne-Marie Le Govic
  • Publication number: 20040077870
    Abstract: A process for the preparation of 1-(4′-fluorophenyl)-1-(3-dimethylamino-propyl)-5-phthalanecarbonitrile of formula (I), or a pharmaceutically acceptable salt thereof, 1
    Type: Application
    Filed: October 22, 2002
    Publication date: April 22, 2004
    Applicant: Sekhsaria Chemicals Limited
    Inventors: Nandkumar Chodankar, Ajit Bhobe, G.M. Oak, Philip Eappan
  • Publication number: 20040073068
    Abstract: Disclosed is a synthesis method of cyclohexyl phenyl ketone with a high selectivity and a high yield from 1,3-butadiene and acrylic acid in the presence or absence of benzene or a non-aromatic organic solvent in the same reaction without a step of separating or purifying intermediates, the synthesis method including sequentially carrying out a [2+4] Diels-Alder reaction, a hydrogenation reaction, a chlorination reaction and a Friedel-Crafts reaction in the presence/absence of benzene or a non-aromatic organic solvent without separation of intermediates.
    Type: Application
    Filed: July 28, 2003
    Publication date: April 15, 2004
    Applicant: Korea Kumho Petrochemical Co., Ltd.
    Inventors: Young J. Joo, Jin Eok Kim, Jeong Im Won, Tae Yi Kang
  • Publication number: 20040073067
    Abstract: An integrated process of preparing a C2-5 alkenyl-substituted aromatic compound using a C6-12 aromatic compound and a C2-5 alkane as raw materials. The process involves two reaction steps operating in tandem, the first reaction step reacts the C6-12 aromatic compound with hydrogen chloride and molecular oxygen in the presence of a catalyst to yield water and mono-, di-, tri-, and higher chlorinated aromatic adducts. The chlorinated compounds from the first reaction step are reacted with ethane in the second reaction step to produce alkane-substituted aromatic compounds which spontaneously dehydrogenate to an alkenyl-substituted aromatic compound and hydrogen chloride. After separating the alkenyl-substituted aromatic product from the hydrogen chloride, the hydrogen chloride is recycled to the first reaction step so that there is no net production or consumption of hydrogen chloride.
    Type: Application
    Filed: October 11, 2002
    Publication date: April 15, 2004
    Inventor: John E. Stauffer
  • Publication number: 20040054234
    Abstract: A subject of the present invention is a process for preparation of fluorinated ketones corresponding to general formula (I) R1—CO—R2 in which R1 and R2 are as defined in claim 1, characterized in that it consists of reacting two carboxylic acids of Formula (II), R1—COOH and Formula (III), R2—COOH, in the gaseous phase and in the presence of a catalyst comprising at least one oxide of an element chosen from the rare earths, thorium, titanium and aluminium.
    Type: Application
    Filed: September 26, 2003
    Publication date: March 18, 2004
    Inventor: Roland Jacquot
  • Publication number: 20040030193
    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: Application
    Filed: September 8, 2003
    Publication date: February 12, 2004
    Inventors: Simon Ellwood, Jan Thomas Haines, Christopher Paul Newman
  • Publication number: 20040024257
    Abstract: The invention concerns a method for sulphonylating a hydroxylated organic compound. The invention concerns in particular aliphatic hydroxylated compounds and more particularly those which comprise on their aliphatic chain, an electroattractive group. The method for sulphonylating a hydroxylated organic compound is characterised in that it consists in reacting said compound, with a sulphonylating agent, in the presence of a sufficient amount of a Lewis acid.
    Type: Application
    Filed: August 11, 2003
    Publication date: February 5, 2004
    Inventors: Johann Vastra, Laurent Saint-Jalmes
  • Patent number: 6667422
    Abstract: A process for preparing an &agr;-haloketone of the formula (1) where R1 is an optionally heteroatom-containing and optionally substituted hydrocarbon radical, R2 is a hydrogen, alkyl, aralkyl or aryl radical, and X is a halogen radical, by reacting a carboxylic acid derivative of the general formula (2) where L is a leaving group, with a mono- or dienolate of a silyl ester of the formula (3) where R3 and R4 are identical or different alkyl, aryl, alkenyl or aralkyl radicals; and hydrolyzing the reaction product immediately afterwards by adding acid and decarboxylating to (1). The product &agr;-haloketone may be reduced to the corresponding &agr;-haloalcohol.
    Type: Grant
    Filed: September 3, 2002
    Date of Patent: December 23, 2003
    Assignee: Consortium fuer Elektrochemische Industrie GmbH
    Inventors: Dieter Heldmann, Juergen Stohrer
  • Patent number: 6642418
    Abstract: The invention relates to processes for the preparation of compounds of formula (I), wherein R1 and R2 are as defined in the description.
    Type: Grant
    Filed: December 4, 2000
    Date of Patent: November 4, 2003
    Assignee: Aventis Cropscience SA
    Inventors: Susan Mary Cramp, Neil Jonathan Geach
  • Patent number: 6630606
    Abstract: Method of performing alkylation or acylation reactions of aromatic substrates under supercritical or near-critical reaction conditions. In particular, a method of performing Friedel-Crafts alkylation or acylation reactions is disclosed under those conditions. Friedel-Crafts reactions may be effected using a heterogeneous catalyst in a continuous flow reactor containing a super-critical or near-critical reaction medium. Selectivity of product formation can be achieved by varying one or more of the temperature, pressure, catalyst, flow rates and also by varying the ratios of aromatic substrate to acylating or alkylating agent.
    Type: Grant
    Filed: August 24, 2001
    Date of Patent: October 7, 2003
    Assignee: Thomas Swan & Co. Limited
    Inventors: Martyn Poliakoff, Thomas M. Swan, Thomas Tacke, Martin G. Hitzler, Stephen K. Ross, Stefan Wieland, Fiona Ruth Smail
  • Publication number: 20030162974
    Abstract: The invention relates to intermediate products and a new process for the production of benzocycloheptene C.
    Type: Application
    Filed: October 15, 2002
    Publication date: August 28, 2003
    Applicant: Schering AG
    Inventors: Johannes Platzek, Wolfgang Beckmann, Jens Geisler, Holger Kirstein, Ulrich Niedballa, Eckhard Ottow, Sigmar Radau, Claudia Schulz, Thomas Wessa
  • 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
  • Patent number: 6593499
    Abstract: The present invention relates to a process for the preparation of phenyl ketones of formula-I, Wherein R represents —COCH3, —COC2H5 or —COC6H5, which comprises acylating the biphenyl with an acylating agent in an organic solvent in the presence of a solid crystalline microporous calalyst composite material.
    Type: Grant
    Filed: August 29, 2001
    Date of Patent: July 15, 2003
    Assignee: Council of Scientific & Industrial Research
    Inventors: Mandan Chidambaram, Chithravel Venkatesan, Anand Pal Singh, Arumugamangalam Venkataraman Ramaswamy
  • Publication number: 20030073870
    Abstract: The present invention relates to a process for the preparation of phenyl ketones of formula-I, 1
    Type: Application
    Filed: August 29, 2001
    Publication date: April 17, 2003
    Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH
    Inventors: Mandan Chidambaram, Chithravel Venkatesan, Anand Pal Singh, Arumugamangalam Venkataraman Ramaswamy
  • Publication number: 20030045725
    Abstract: A method for the production of substituted aromatic aldehydes or ketones and optionally substituted heteroaromatic aldehydes or ketones of formula (I) by reacting a compound of formula (II) in a suitable solvent in the presence of a carbonyl compound of formula (III), optionally in the presence of oxygen at a normal pressure or high temperature and at temperatures of 5-200° C.
    Type: Application
    Filed: September 20, 2002
    Publication date: March 6, 2003
    Inventors: Wolfram Hendel, Ferdinand Heu, Peter Poechlauer, Berthold Winkler
  • Patent number: 6525226
    Abstract: A process for Friedel-Crafts type liquid-phase alkylation or acylation of an aromatic compound using a hydrotalcite-type basic anionic clay catalyst represented by a formula: [(M2+)1−x(M3+)x(OH)2]x+[Ay−]x/y q H2O where M2+ is a divalent cation selected from Mg2+, Zn2+, Ni2+, Co2+, Mn2+, Cu2+ or a mixture thereof, M3+ is a trivalent cation selected from Ga3+, In3+ Al3+, Fe3+ Cr3+ or a mixture thereof; x is a mole fraction of trivalent cations in the range of about 0.05 to about 0.5; O is oxygen; H is hydrogen; Ay− is an anion; y minus is an anionic negative charge having a value of 1 minus or 2 minus; and q is a number of water molecules, as the water of hydration; and involving following steps: i.
    Type: Grant
    Filed: July 1, 2002
    Date of Patent: February 25, 2003
    Assignee: Council of Scientific and Industrial Research
    Inventors: Vasant Ram chandra Choudhary, Suman Kumar Jana
  • Publication number: 20030018219
    Abstract: A process for Friedel-Crafts type liquid-phase alkylation or acylation of an aromatic compound using a hydrotalcite-type basic anionic clay catalyst represented by a formula.
    Type: Application
    Filed: July 1, 2002
    Publication date: January 23, 2003
    Inventors: Vasant Ram chandra Choudhary, Suman Kumar Jana
  • Patent number: 6476253
    Abstract: The present invention relates to a process for preparing monoacetylated hydroquinone compounds of the formula I, to the novel final products of the process and to a process for preparing the precursors.
    Type: Grant
    Filed: October 3, 2000
    Date of Patent: November 5, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Karin Schein, Kai-Uwe Baldenius, Wolfgang Siegel, Rainer Stürmer, Detlef Ruff, Hagen Jaedicke
  • Patent number: 6459000
    Abstract: The present invention provides a liquid phase process for the acylation of aromatic compound by an acylating agent of the formula (R5R6R7)—Y—Z to obtain the corresponding acylated compound using a solid catalyst comprising a metal oxide of the formula AOx with or without a catalyst support, wherein A is a metallic element selected from Ga, In, Ti, Fe and a mixture of two or more thereof, and x is the number of oxygen atoms required to fulfil the valance requirement of A, wherein the catalyst is pretreated with a dry gas comprising a hydrogen halide in the presence or absence of the aromatic compound to be acylated, contacting the hydrogen halide pretreated catalyst with a liquid reaction mixture comprising the aromatic compound and the acylating agent, cooling the reaction mixture, removing the catalyst from the reaction mixture and then separating the reaction products from the reaction mixture.
    Type: Grant
    Filed: March 26, 2001
    Date of Patent: October 1, 2002
    Assignee: Council of Scientific and Industrial Research
    Inventors: Vasant Ramchandra Choudhary, Suman Kumar Jana
  • Publication number: 20020120169
    Abstract: The present invention relates to a process facilitating the regeneration of a catalyst based on a zeolite, employed in an acylation reaction.
    Type: Application
    Filed: February 21, 2002
    Publication date: August 29, 2002
    Inventors: Michel Spagnol, Laurent Gilbert, Anne-Marie Le Govic
  • Patent number: 6437191
    Abstract: A process for the liquid phase acylation of aromatic compounds by acyl halides to corresponding acylated aromatic compounds, using a reusable solid catalyst comprising indium halide represented by a formula: MxIn1−xAy(a)/s wherein, S is a porous catalyst support selected from clays, zeolites and zeolite-like materials; M is a metallic chemical element(s) selected from the group consisting of Ga (gallium), Fe (iron), Zn (zinc), Ti (titanium) and a mixture of two or more thereof; In is a metallic chemical element, indium; A is a non-metallic chemical element selected from the group consisting of Cl (chlorine), Br (bromine), I (iodine), F (fluorine) and a mixture of two or more thereof; is mole fraction of M in the metallic elements in the range from 0.01 to 0.99; y is the number of A atoms required to satisfy the valence requirement of MxIn1−x; and a is the loading of MxIn1−x A on the support, S, in the range from 0.05 mmol.g−1 to 5.0 mmol.
    Type: Grant
    Filed: November 28, 2000
    Date of Patent: August 20, 2002
    Assignee: Council of Scientific and Industrial Research
    Inventors: Vasant Ramchandra Choudhary, Suman Kumar Jana, Nilesh Sudhir Patil
  • Patent number: 6433228
    Abstract: 2-Halogenoindan-1-ones are prepared in an advantageous manner by converting anilines into diazonium salts and these, with acrylic compounds, into 3-phenyl-1-halogenoproprionic acid derivatives, and latter are cyclized.
    Type: Grant
    Filed: February 18, 2000
    Date of Patent: August 13, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Komoschinski, Helmut Fiege, Guido Steffan, Klaus-Christian Paetz
  • Patent number: 6410794
    Abstract: Improved processes for preparation of tetralones in high enantiomeric purity centers on resolution using simulated moving bed chromatography of a racemic tetralone derivative. Resolution is effected with high enantiomeric purity, and subsequent reactions of the desired tetralone derivative enantiomer performed with high optical specificity to maintain enantiomeric purity. The undesired enantiomer may be racemized and recycled to the resolution phase to avoid loss.
    Type: Grant
    Filed: November 3, 2000
    Date of Patent: June 25, 2002
    Assignee: UOP LLC
    Inventors: Herman A. Zinnen, Mark J. Gattuso
  • Publication number: 20020062046
    Abstract: Method of performing alkylation or acylation reactions of aromatic substrates under supercritical or near-critical reaction conditions. In particular, a method of performing Friedel-Crafts alkylation or acylation reactions is disclosed under those conditions. Friedel-Crafts reactions may be effected using a heterogeneous catalyst in a continuous flow reactor containing a super-critical or near-critical reaction medium. Selectivity of product formation can be achieved by varying one or more of the temperature, pressure, catalyst, flow rates and also by varying the ratios of aromatic substrate to acylating or alkylating agent.
    Type: Application
    Filed: August 24, 2001
    Publication date: May 23, 2002
    Inventors: Thomas M. Swan, Stephen K. Ross, Martyn Poliakoff, Martin G. Hitzler, Fiona R. Smail, Thomas Tacke, Stefan Wieland
  • Patent number: 6384285
    Abstract: The present invention relates to a process for the preparation of 4′-isobutylacetophenone from isobutylbenzene which comprises reactions isobutyl benzene with acetic anhydride as an acylating agent in the presence of a zeolite beta catalyst at a temperature ranges between 60 to 165° C. for 2-12 h separating the catalyst by filtration from the reaction mixture and recovering the product by a conventional method.
    Type: Grant
    Filed: March 29, 2000
    Date of Patent: May 7, 2002
    Assignee: Council of Scientific and Industrial Research
    Inventors: Boyapati Manoranjan Choudary, Mutyala Sateesh, Mannepalli Lakshmi Kantam, Kulluri Venkata Sri Ranganath, Kondapuram Vijaya Raghaven
  • Patent number: 6372693
    Abstract: The invention relates to 2-(3-alkenylbenzoyl)cyclohexane-1,3-diones of the formula I where the variables have the following meanings: R1, R2 are hydrogen, nitro, halogen, cyano, thiocyanato, alkyl, haloalkyl, alkoxyalkyl, alkenyl, alkynyl, —OR6, —OCOR7, —OSO2R7, —SH, —S(O)nR8, —SO2OR6, —SO2NR6R9, —NR9SO2R7 or —NR9COR7; R3 is hydrogen, halogen, alkyl, haloalkyl, alkoxy, alkenyl, alkynyl; R4, R5 are hydrogen, nitro, halogen, cyano, thiocyanato, alkyl, haloalkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, alkoxy, alkylthio, haloalkoxy, —COR10, —CO2R10, —COSR10, —CONR10R11, —C(R12)═NR13, —PO(OR10)(OR11); unsubstituted or substituted alkyl, heterocyclyl, heterocyclylalkyl, phenyl, phenylalkyl, hetaryl or hetarylalkyl; or R4 and R5 together form an alkanediyl chain which can be substituted and/or can be interrupted by a hetero atom; Q is an unsubstituted or substituted cyclohexane-1,3-dione ring wh
    Type: Grant
    Filed: November 2, 1999
    Date of Patent: April 16, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Ernst Baumann, Wolfgang von Deyn, Stefan Engel, Regina Luise Hill, Uwe Kardorff, Guido Mayer, Martina Otten, Michael Rack, Joachim Rheinheimer, Matthias Witschel, Karl-Otto Westphalen, Ulf Misslitz, Helmut Walter
  • Patent number: 6362375
    Abstract: An efficient, cost-effective method useful for the production of aryl ketones that minimizes the generation of toxic byproducts is disclosed. The method utilizes a metal triflate salt to catalyze the reaction between the carboxylic acid substrate and the aromatic substrate. The water generated by the reaction is collected and removed during the process.
    Type: Grant
    Filed: December 3, 1999
    Date of Patent: March 26, 2002
    Assignee: College of the Holy Cross
    Inventor: Martin Walker
  • Patent number: 6350915
    Abstract: The present invention is concerned with a novel process for the preparation of 1-(3,5-bis(trifluromethyl)phenyl)ethan-1-one (CAS 30071-93-3). This compound is useful as an intermediate in the synthesis of therapeutic agents.
    Type: Grant
    Filed: June 8, 2000
    Date of Patent: February 26, 2002
    Assignee: Merck & Co., Inc.
    Inventor: Raymond Cvetovich
  • Patent number: 6348631
    Abstract: The present invention relates to a process for the acylation or sulphonylation of an aromatic compound. More particularly, the invention relates to a process for the acylation or sulphonylation of an activated or deactivated aromatic compound. The invention is applied to the preparation of aromatic ketones or sulphones. The process for the acylation or sulphonylation of an aromatic compound which consists in reacting at least one aromatic compound with an acylating or sulphonylating agent, in the presence of a Friedel-Crafts catalyst is characterized in that the acylation or sulphonylation reaction is carried out in liquid phase under microwave irradiation.
    Type: Grant
    Filed: November 22, 1999
    Date of Patent: February 19, 2002
    Assignee: Rhodia Chimie
    Inventors: Jean-Roger Desmurs, Jacques Dubac, Andre Laporterie, Christian Laporte, Julien Marquie
  • Patent number: 6320082
    Abstract: An improved process for the preparation of acyl naphthyl ethers useful as important intermediates for drugs, pharmaceuticals and polyesters by reacting a naphthyl ether with a C2-C5 acid anhydride as an acylating agent employing a zeolite beta catalyst is disclosed.
    Type: Grant
    Filed: March 30, 2000
    Date of Patent: November 20, 2001
    Assignee: Council of Scientific and Industrial Research
    Inventors: Mannepalli Lakshmi Kantam, Mutyala Sateesh, Boyapati Manoranjan Choudary, Kalluri Venkata Sri Ranganath, Kondapuram Vijaya Raghavan
  • Patent number: 6316674
    Abstract: An improved process for the preparation of acyl aromatic ethers useful as important intermediates for drugs and pharmaceuticals by reacting an aromatic ether with an acylating agent selected from a C2-C8 acid anhydrides, employing nano- and microcrystalline zeolite beta as catalyst is disclosed.
    Type: Grant
    Filed: March 30, 2000
    Date of Patent: November 13, 2001
    Assignee: Council Scientific and Industrial Research
    Inventors: Mannepalli Lakshmi Kantam, Mutyala Sateesh, Boyapati Manoranjan Choudary, Billakanti Veda Prakash, Kondapuram Vijaya Raghavan
  • Patent number: 6300522
    Abstract: A process is provided for the preparation of compounds of Formula (1): wherein X1 and X2 are each independently H, Cl or F, provided that at least one of X1 and X2 is Cl or F; one of R1 and R2 is H and the other is OH; and R5 is an unsubstituted alkyl, preferably a C1-6 alkyl, group.
    Type: Grant
    Filed: November 29, 2000
    Date of Patent: October 9, 2001
    Assignee: Avecia Limited
    Inventors: John Crosby, Kevin Douglas Bailey, Michael John Monteith
  • Patent number: 6265618
    Abstract: Disclosed is a process for the preparation of ketones by contacting one or more carboxylic acids with a niobium catalyst at elevated temperatures. The process includes the use of a modified base-exchanged niobium catalyst that is particularly useful for the production of cyclopropyl ketones such as cyclopropyl methyl ketone from cyclopropanecarboxylic acid and acetic acid.
    Type: Grant
    Filed: July 13, 2000
    Date of Patent: July 24, 2001
    Assignee: Eastman Chemical Company
    Inventors: Joseph Robert Zoeller, Courtney Ann Crooks, Bruce Edwin Wilson
  • Patent number: 6235940
    Abstract: In a process for preparing alkoxylated amines or alcohols in which a reaction mixture comprising an amine or an alcohol or a mixture of two or more amines and/or alcohols and an alkylene oxide, or a mixture of two or more different alkylene oxides, is reacted in one or more successive reaction steps, at least one of the reaction steps is carried out in the presence of a basic catalyst and, in at least one of the reaction steps, formic acid or a salt of formic acid or a mixture of two or more thereof is present in the reaction mixture or the reaction mixture is admixed with formic acid or a salt of formic acid, or a mixture of two or more thereof, after the alkoxylation is complete. The alkoxylates prepared by the process of the present invention have a light color and a low odor.
    Type: Grant
    Filed: September 11, 2000
    Date of Patent: May 22, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Mohr, Toni Dockner
  • Patent number: 6194616
    Abstract: The present invention concerns a process for acylation of an aromatic compound. The acylation process of the invention consists of reacting the aromatic compound with an acylation agent in the presence of a zeolitic catalyst, and is characterized in that it consists of: mixing the aromatic compound and the acylation compound in any manner; passing said mixture over a catalytic bed comprising at least one zeolite; recirculating the reaction mixture from the catalytic bed over the catalytic bed for a number of times which is sufficient to obtain the desired degree of conversion of the substrate.
    Type: Grant
    Filed: April 6, 1999
    Date of Patent: February 27, 2001
    Assignee: Rhodia Chimie
    Inventors: Michel Spagnol, Laurent Gilbert, Henri Guillot, Philippe-Jean Tirel
  • Patent number: 6184418
    Abstract: A method for acylating an aromatic compound, specifically an activated or deactivated aromatic compound, is disclosed. The method is suitable for preparing aromatic ketones. The preparation of a catalyst and novel bismuth compounds is also disclosed. Said aromatic compound acylation method comprises reacting said aromatic compound with an acylating agent in the presence of a catalyst, and is characterised in that the acylation reaction is performed in the presence of an effective amount of at least one bismuth salt of trifluoromethanesulphonic acid.
    Type: Grant
    Filed: January 19, 1999
    Date of Patent: February 6, 2001
    Assignee: Rhodia Chimie
    Inventors: Jacques Dubac, Hafida Gaspard, Mireille Labrouillere, André Laporterie, Jean-Roger Desmurs, Christophe Le Roux
  • Patent number: 6103938
    Abstract: 4-(Substituted phenyl)-3,4-dihydro-2H-naphthalen-1-ones, which are useful as intermediates in the preparation of antidepressant agents, are conveniently prepared by reacting 1-substituted naphthalenes and an aromatic moiety in the presence of an acid catalyst. 4-(3,4-Dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one, which is useful as an intermediate in the preparation of the antidepressant sertraline, is conveniently prepared by reacting 1-naphthyl acetate and o-dichlorobenzene in the presence of an acid catalyst.
    Type: Grant
    Filed: March 1, 1999
    Date of Patent: August 15, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Paul A. Odorisio, Stephen D. Pastor, Sai P. Shum
  • Patent number: 6096930
    Abstract: The present invention relates to novel cyclohexane-1-3-dione derivatives of formula (1) useful as herbicides and plant-growth regulants, ##STR1## wherein X is selected from the group consisting of hydrogen, halogen, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 haloalkyl, nitro, C.sub.1 -C.sub.6 alkylthio, C.sub.1 -C.sub.6 alkylsulfinyl, C.sub.1 -C.sub.6 alkylsulfonyl, C.sub.1 -C.sub.6 sulfamoyl, and N, N-di(C.sub.1 -C.sub.6 alkyl)sulfamoyl group; (X)n represents the number of X substituents which may be substituted on benzene ring, wherein n is 1, 2 or 3. Also, cyclohexyl moiety, one of the substituents on benzofuran ring, is substituted at C-4, C-5, C-6 or C-7 position on benzene ring; R.sup.1 is selected from the group consisting of hydrogen and C.sub.1 -C.sub.6 alkyl group; R.sup.2 is selected from the group consisting of C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl and C.sub.2 -C.sub.6 alkynyl group; R.sup.3 is selected from the group consisting of hydrogen, C.sub.1 -C.sub.
    Type: Grant
    Filed: May 12, 1998
    Date of Patent: August 1, 2000
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Eung Kul Ryu, Kyoung Mahn Kim, Jae Nyoung Kim, Jin Seog Kim
  • Patent number: 6087536
    Abstract: A process for preparing indene derivatives of the general formula I ##STR1## where R.sup.1 is a C.sub.1 -C.sub.10 -alkyl radical, a phenyl radical or a C.sub.1 -C.sub.4 -alkyl-substituted phenyl radical andA is a bridge which, together with the adjacent carbons, forms a six-membered aromatic or a five- or six-membered heteroaromatic or carbocyclic ring onto which a further aromatic ring may be fused,comprises reacting II with III ##STR2## (X=chlorine, bromine, iodine) in the presence of a Friedel-Crafts catalyst to give IV ##STR3## which is then dehydrogenated to I.
    Type: Grant
    Filed: August 22, 1997
    Date of Patent: July 11, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Joachim Muller, Peter Trubenbach, Bernhard Rieger, Jurgen Matthaus Wagner, Ulf Dietrich
  • Patent number: 6031139
    Abstract: The use of polar organic solvent as the solvent in the direct fluorination, to make an .alpha.-fluoroketone, of an enol ester or enol trialkylsilyl ether of a compound containing a tautomerisable ketone group, the solvent being relatively inert to fluorine and one in which the enol ester or enol trialkylsilyl ether is relatively stable to hydrolysis. Preferably the solvent is anhydrous, e.g. anhydrous acetonitrile. Alternatively commercial formic acid containing 3% water may be used with a said enol ester.
    Type: Grant
    Filed: February 5, 1998
    Date of Patent: February 29, 2000
    Assignee: F2 Chemicals Limited
    Inventors: John Hutchinson, Richard Dickinson Chambers
  • Patent number: 5962743
    Abstract: This invention provides a process for preparing acylaromatics comprising reacting an aromatic compound with a carboxylic acid in the presence of a reaction medium comprising polyphosphoric acid and a strong protic acid. In one embodiment, the invention provides a process for preparing a para-acyl phenoxyethylamine comprising the steps of reacting a 2-phenoxyethyl compound bearing a leaving group on the ethyl 1-position with a carboxylic acid in the presence of a reaction medium comprising polyphosphoric acid and a strong protic acid, to form apara-acyl phenoxyethyl intermediate bearing the leaving group; and reacting the para-acyl phenoxyethyl intermediate with an amine that substitutes for the leaving group to form the para-acyl phenoxyethylamine.
    Type: Grant
    Filed: November 12, 1998
    Date of Patent: October 5, 1999
    Assignee: Catalytica Pharmaceuticals, Inc.
    Inventors: John Myron Gruber, Robert Seemayer