Patents Assigned to Rhodia Chirex, Inc.
  • Patent number: 6960680
    Abstract: A process for making a water-soluble ?-hydroxynitrile. A 1,2-epoxide and an inorganic cyanide salt are reacted in a solvent having aqueous methanol and a buffer therein to form ?-hydroxynitrile. The buffer substantially inhibits the formation of reaction products other than ?-hydroxynitrile. Optionally, water may be removed from the ?-hydroxynitrile by azeotropic distillation with acetonitrile and subsequently purified via vacuum distillation and filtration.
    Type: Grant
    Filed: January 8, 2003
    Date of Patent: November 1, 2005
    Assignee: Rhodia Chirex, Inc.
    Inventors: Carl Henry Behrens, James Joseph Mencel
  • Publication number: 20040214878
    Abstract: A process for producing enantiomerically enriched (S)-&agr;-(2-chlorophenyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-acetic acid hydrocarbyl ester, represented by the formula: 1
    Type: Application
    Filed: April 23, 2003
    Publication date: October 28, 2004
    Applicant: Rhodia ChiRex, Inc.
    Inventor: Richard A. Silva
  • Publication number: 20040133029
    Abstract: A process for making a water-soluble &bgr;-hydroxynitrile. A 1,2-epoxide and an inorganic cyanide salt are reacted in a solvent having aqueous methanol and a buffer therein to form &bgr;hydroxynitrile. The buffer substantially inhibits the formation of reaction products other than &bgr;hydroxynitrile. Optionally, water may be removed from the &bgr;hydroxynitrile by azeotropic distillation with acetonitrile and subsequently purified via vacuum distillation and filtration.
    Type: Application
    Filed: January 8, 2003
    Publication date: July 8, 2004
    Applicant: Rhodia ChiRex, Inc.
    Inventors: Carl Henry Behrens, James Joseph Mencel
  • Patent number: 6693206
    Abstract: The present invention provides a process for the preparation of an enantiomerically enriched non-racemic chiral diol and an enantiomerically enriched non-racemic chiral epoxy compound by a hydrolytic kinetic resolution reaction. The process includes the step of contacting oxygen and mixture including a racemic chiral epoxy compound, a non-racemic Co(II) complex catalyst, an aromatic carboxylic acid and water, at a temperature and length of time sufficient to produce a mixture of said non-racemic chiral diol and said non-racemic chiral epoxy compound. The present invention also provides a process for the preparation of an enantiomerically enriched non-racemic chiral diol and an enantiomerically enriched non-racemic chiral epoxy compound by a hydrolytic kinetic resolution reaction.
    Type: Grant
    Filed: August 22, 2002
    Date of Patent: February 17, 2004
    Assignee: Rhodia Chirex, Inc.
    Inventors: Yi Liu, Marcello DiMare, Salvatore Anthony Marchese, Eric N. Jacobsen, Serge Jasmin
  • Publication number: 20030073855
    Abstract: The present invention provides a process for the preparation of an enantiomerically enriched non-racemic chiral diol and an enantiomerically enriched non-racemic chiral epoxy compound by a hydrolytic kinetic resolution reaction. The process includes the step of contacting oxygen and mixture including a racemic chiral epoxy compound, a non-racemic Co(II) complex catalyst, an aromatic carboxylic acid and water, at a temperature and length of time sufficient to produce a mixture of said non-racemic chiral diol and said non-racemic chiral epoxy compound. The present invention also provides a process for the preparation of an enantiomerically enriched non-racemic chiral diol and an enantiomerically enriched non-racemic chiral epoxy compound by a hydrolytic kinetic resolution reaction.
    Type: Application
    Filed: August 22, 2002
    Publication date: April 17, 2003
    Applicant: Rhodia ChiRex, Inc.
    Inventors: Yi Liu, Marcello DiMare, Salvatore Anthony Marchese, Eric N. Jacobsen, Serge Jasmin
  • Patent number: 6489512
    Abstract: A method for making an indole compound includes transition metal-catalyzed arylation of a hydrazone to form an aryl hydrazone, hydrolysis of the aryl hydrazone to form an aryl hydrazine, and acid catalyzed cyclization of the aryl hydrazine to form the indole compound.
    Type: Grant
    Filed: June 21, 2002
    Date of Patent: December 3, 2002
    Assignee: Rhodia Chirex Inc.
    Inventors: Frederick Hicks, Da-Ming Gou, Salvatore Anthony Marchese, Lawrence J. Martel, Atena Necula, Richard E. Benetti, Richard A. Silva
  • Patent number: 6448449
    Abstract: A process for the preparation of (R)-1-(2,3-difluoro-6-nitrophenoxy)-propan-2-ol, which is a useful intermediate in the synthesis of the widely used antibiotic Levofloxacin is provided. A process for the preparation of (R)-1-(2,3-difluoro-6-nitrophenoxy)-2-trimethylsiloxypropane is also described. The process includes the ring opening of (R)-propylene oxide with 2,3-difluoro-6-nitrophenyl trimethylsilyl ether in the presence of an optically active Co(salen) catalyst. The trimethylsilyl group of the reactant is transferred to the product aryloxy alcohol, which serves to protect the secondary alcohol in situ. Upon isolation, the trimethylsilyl group is removed and the resulting regioisomeric mixture purified to yield the desired (R)-1-(2,3-difluoro-6-nitrophenoxy)-propan-2-ol in high purity and yield.
    Type: Grant
    Filed: April 20, 2001
    Date of Patent: September 10, 2002
    Assignee: Rhodia ChiRex, Inc.
    Inventor: Jay Francis Larrow
  • Publication number: 20020119909
    Abstract: The present invention includes a process for enantioselective preparation of a non-racemic compound, which is either usable as a fragrance or flavor component or is convertible to a fragrance or flavor component by one or more additional reaction steps. The process includes the step of contacting either a substrate capable of forming a non-racemic compound by an enantioselective reaction and a co-reactant in the presence of a non-racemic catalyst, or a non-racemic or enantiopure substrate and a co-reactant, optionally in the presence of a racemic or non-racemic catalyst. The contacting is carried out at a temperature and length of time that is sufficient to produce the non-racemic compound with high optical purity. The process is used in stereoselective preparation of enantiomerically enriched intermediates useful in the preparation of non-racemic, chiral flavor and fragrance components.
    Type: Application
    Filed: January 17, 2002
    Publication date: August 29, 2002
    Applicant: Rhodia ChiRex, Inc.
    Inventors: Roger B. Pettman, Richard A. Silva, Jay Francis Larrow, Isabelle Storet
  • Publication number: 20020007090
    Abstract: A process for the preparation of (R)-1-(2,3-difluoro-6-nitrophenoxy)-propan-2-ol, which is a useful intermediate in the synthesis of the widely used antibiotic Levofloxacin is provided. A process for the preparation of (R)-1-(2,3-difluoro-6-nitrophenoxy)-2-trimethylsiloxypropane is also described. The process includes the ring opening of (R)-propylene oxide with 2,3-difluoro-6-nitrophenyl trimethylsilyl ether in the presence of an optically active Co(salen) catalyst. The trimethylsilyl group of the reactant is transferred to the product aryloxy alcohol, which serves to protect the secondary alcohol in situ. Upon isolation, the trimethylsilyl group is removed and the resulting regioisomeric mixture purified to yield the desired (R)-1-(2,3-difluoro-6-nitrophenoxy)-propan-2-ol in high purity and yield.
    Type: Application
    Filed: April 20, 2001
    Publication date: January 17, 2002
    Applicant: Rhodia Chirex, Inc.
    Inventor: Jay Francis Larrow