Aldehyde Or Ketone Reactant Patents (Class 568/343)
  • Patent number: 10933405
    Abstract: The present disclosure relates to dehydrogenation catalysts based on one or more certain group 13 and group 14 elements that further include additional metal components, to methods for making such catalysts, and to methods for dehydrogenating hydrocarbons using such catalysts. One aspect of the disclosure provides a calcined dehydrogenation catalyst that includes a primary species P1 selected from the group consisting of Ga, In, Tl, Ge, Sn and Pb and combinations thereof; a primary species P2 selected from the lanthanides; a promoter M1 selected from the group consisting of Ni, Pd and Pt; a promoter M2 selected from the group consisting of Li, Na, K, Rb, Cs, Be, Mg, Ca, Sr and Ba, on a silica-alumina support.
    Type: Grant
    Filed: September 30, 2019
    Date of Patent: March 2, 2021
    Assignee: Clariant International Ltd
    Inventors: Vladimir Z. Fridman, Rong Xing, Matt Greaney, David Lowe, Claus G. Lugmair
  • Patent number: 10196337
    Abstract: The present application relates to processes for the preparation of polyhydroxylated cyclohexyl compounds of Formula I:
    Type: Grant
    Filed: March 6, 2017
    Date of Patent: February 5, 2019
    Inventors: Tomá{hacek over (s)} Hudlický, Jordan Thomas Froese
  • Patent number: 10017465
    Abstract: The invention relates to a method for the non-stereoselective and also for the stereoselective synthesis of astaxanthin from astacin. For this purpose, a reducing agent is used selected from the group of hydrogen, a secondary alcohol, formic acid and also the salts of formic acid or from a mixture of at least two representatives of the compound classes stated above. The invention further relates to the use of astacin as starting compound for the synthesis of astaxanthin.
    Type: Grant
    Filed: July 23, 2015
    Date of Patent: July 10, 2018
    Assignee: BASF SE
    Inventors: Bernd Schäfer, Wolfgang Siegel
  • Publication number: 20150132811
    Abstract: The invention herein disclosed provides for compositions, methods for synthesizing said compositions, and methods for using said compositions, wherein the compositions and methods may be used to bind to and/or deactivate a poison oak oil, such as urushiol. The compositions and methods can be used to treat and/or reduce an inflammatory reaction and/or hypersensitivity to natural compounds found in poison oak, poison ivy, poison sumac, mango, lac tree, cashew nut, and Asian lacquer.
    Type: Application
    Filed: May 1, 2013
    Publication date: May 14, 2015
    Inventor: Rebecca Braslau
  • Patent number: 8940940
    Abstract: The present invention relates to a process for preparing cyclic compounds having at least eight carbon atoms and at least one keto group, to the cyclic compounds obtained by this process and to the use thereof, in particular as fragrance or for providing a fragrance.
    Type: Grant
    Filed: June 12, 2013
    Date of Patent: January 27, 2015
    Assignee: BASF SE
    Inventors: Richard Dehn, Joaquim Henrique Teles, Michael Limbach, Stephan Deuerlein, Manuel Danz, Ralf Pelzer, Daniel Schneider
  • Publication number: 20140303385
    Abstract: The present invention provides processes for the production of chiral compounds in a stereoisomeric excess. The present processes involve reacting a hydrometallated alkene compound with a compound comprising a conjugated-bond system under conditions such that the compounds undergo an asymmetric 1,4- or 1,6-conjugate addition reaction, generating a chiral compound in a stereoisomeric excess. The reaction is performed in the presence of a metal catalyst, which catalyst preferably comprises a non-racemic chiral ligand.
    Type: Application
    Filed: October 12, 2012
    Publication date: October 9, 2014
    Applicant: Isis Innovation Limited
    Inventors: Stephen P. Fletcher, Rebecca M. Maksymowicz, Philippe M.C. Roth
  • Publication number: 20140194604
    Abstract: The present invention is directed to methods for oxidizing internal olefins to ketones. In various embodiments, each method comprising contacting an organic substrate, having an initial internal olefin, with a mixture of (a) a biscationic palladium salt; and (b) an oxidizing agent; dissolved or dispersed in a solvent system to form a reaction mixture, said solvent system comprising at least one C2-6 carbon nitrile and optionally at least one secondary alkyl amide, said method conducted under conditions sufficient to convert at least 50 mol % of the initial internal olefin to a ketone, said ketone positioned on a carbon of the initial internal olefin. The transformation occurs at room temperature and shows wide substrate scope. Applications to the oxidation of seed oil derivatives and a bioactive natural product are described.
    Type: Application
    Filed: January 8, 2014
    Publication date: July 10, 2014
    Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY
    Inventors: Bill MORANDI, Robert H. GRUBBS, Zachary K. WICKENS
  • Publication number: 20130338402
    Abstract: The present invention relates to a process for preparing cyclic compounds having at least eight carbon atoms and at least one keto group, to the cyclic compounds obtained by this process and to the use thereof, in particular as fragrance or for providing a fragrance.
    Type: Application
    Filed: June 12, 2013
    Publication date: December 19, 2013
    Inventors: Richard Dehn, Joaquim Henrique Teles, Michael Limbach, Stephan Deuerlein, Manuel Danz, Ralf Pelzer, Daniel Schneider
  • Patent number: 8519193
    Abstract: The present invention relates to a method for producing 4-isopropyl-3-methyl-phenol by alykylizing meta-cresol, distilling, and crystallizing.
    Type: Grant
    Filed: July 15, 2008
    Date of Patent: August 27, 2013
    Assignee: LANXESS Deutschland GmbH
    Inventor: Lutz Heuer
  • Patent number: 8367874
    Abstract: The present invention relates to a process for producing a 2-(1-hydroxyalkyl)cycloalkanone which includes the steps of (i) continuously mixing a cycloalkanone and an alkyl aldehyde in the water and a base catalyst to form a reaction system and allow both the compounds to react with each other; (ii) continuously withdrawing a reaction mixture produced in the step (i) out of the reaction system while allowing the step (i) to proceed; and (iii) adding an additional amount of water containing the base catalyst to the reaction system to maintain a constant concentration of the base catalyst and/or a constant amount of water in the reaction system while allowing the step (ii) to proceed.
    Type: Grant
    Filed: December 22, 2008
    Date of Patent: February 5, 2013
    Assignee: Kao Corporation
    Inventors: Junko Ueda, Yoshiharu Ataka
  • Publication number: 20120316365
    Abstract: In a process for the dehydrogenation of cyclohexanone to produce phenol, a feed comprising cyclohexanone is contacted with a catalyst comprising an inorganic, crystalline, mesoporous support material and a hydrogenation-dehydrogenation component under dehydrogenation conditions effective to convert at least part of the cyclohexanone in the feed into phenol and hydrogen.
    Type: Application
    Filed: December 17, 2010
    Publication date: December 13, 2012
    Inventors: Teng Xu, Edward A. Lemon, JR., Wenyih F. Lai, George H. Gamble
  • Patent number: 8173846
    Abstract: The present invention relates to a method of preparation of an optically active cyclohexenone derivative of Formula (I) OR1R2*R1 and wherein R1 and R2 are organic residues.
    Type: Grant
    Filed: January 8, 2009
    Date of Patent: May 8, 2012
    Assignee: Firmenich SA
    Inventor: Oliver Knopff
  • Patent number: 8093432
    Abstract: The present disclosure describes processes for the epimerization of a cyclohexene comprising the steps of providing to a reactor a first isomer of a 1-(2-alkyl-3-cyclohexen-1-yl)-alkanone compound according to Formula I wherein R1 ad R2 are each independently C1-C4 alkyl, and R3, R4, R5, R6, R7, and R8 are each independently selected from the group consisting of H and C1-C4 alkyl; and epimerizing the first isomer of the 1-(2-alkyl-3-cyclohexen-1-yl)-alkanone with a metal alkoxide base to form a second isomer of the 1-(2-alkyl-3-cyclohexen-1-yl)-alkanone.
    Type: Grant
    Filed: December 18, 2009
    Date of Patent: January 10, 2012
    Assignee: The Procter & Gamble Company
    Inventors: Daniel Martin Bourgeois, Gregory Scot Miracle, Phillip John Porter, Eva Boros, Kenneth Richard Seddon, Harambage Quintus Nimal Gunaratne
  • Patent number: 8067644
    Abstract: The present disclosure describes processes for producing cyclohexenes using Lewis acidic ionic liquids comprising the steps of providing to a reactor an ?,?-unsaturated carbonyl dienophile, providing to the reactor a 1,3-diene, providing a Lewis acidic ionic liquid to the reactor; and reacting the ?,?-unsaturated carbonyl dienophile with 1,3-diene to form a substituted cyclohexene product. The ?,?-unsaturated carbonyl dienophile can be mesityl oxide, the 1,3-diene can be piperylene; and the Lewis acidic ionic liquid can be AlCl3:[C2mim]Cl; AlCl3:[C8mim]Cl; or mixtures thereof.
    Type: Grant
    Filed: December 18, 2009
    Date of Patent: November 29, 2011
    Assignee: The Procter & Gamble Company
    Inventors: Daniel Martin Bourgeois, Gregory Scot Miracle, Phillip John Porter, Eva Boros, Kenneth Richard Seddon, Harambage Quintus Nimal Gunaratne
  • Publication number: 20110218364
    Abstract: An intermetallic magnetic compound of iron oxide and palladium with a nanometer particle size is disclosed, together with a method of making magnetic nanoparticles that include an intermetallic bond between palladium and iron-oxide. Additionally, a method is disclosed of catalyzing an organic reaction by contacting the organic reagents with an intermetallic magnetic compound of iron oxide and palladium that has nanometer particle size in an amount sufficient to catalyze the organic reaction.
    Type: Application
    Filed: March 5, 2010
    Publication date: September 8, 2011
    Applicant: CEM CORPORATION
    Inventors: Keith A. Porter, E. Keller Barnhardt
  • Publication number: 20110172465
    Abstract: By intramolecular condensation reaction of 2,15-hexadecanedione in a gaseous phase with a compound of a Group II element of the Periodic Table as a catalyst, 3-methyl-cyclopentadecenones is generated. Magnesium oxide, calcium oxide, or zinc oxide is desirable as the catalyst for the intramolecular condensation reaction. (R)- and (S)-muscone is generated by subjecting 3-methyl-cyclopentadecenones obtained as above to hydrogenation by using a catalyst. Palladium catalyst is desirable as the hydrogenation catalyst. Optically active muscone is generated by separating 3-methyl-cyclopentadecenones into respective components thereof by means of precision distillation and subsequently subjecting the separated 3-methyl-cyclopentadecenones to asymmetric hydrogenation by using an optically active ruthenium complex catalyst. The production methods described above enable easy and economical production of 3-methyl-cyclopentadecenones, (R)- and (S)-muscone, and optically active muscone.
    Type: Application
    Filed: March 27, 2009
    Publication date: July 14, 2011
    Inventor: Masaharu Doya
  • Publication number: 20110034722
    Abstract: The present invention relates to [1] a process for producing a 2-alkyl-2-cycloalken-1-one represented by the following general formula (2), which includes the step of subjecting a 2-(1-hydroxyalkyl)cycloalkan-1-one to dehydration and isomerization in the co-existence of an acid and a platinum group metal catalyst, and [2] a process for producing an alkyl(3-oxo-alkylcycloalkyl)acetate which is useful as a perfume material, using the 2-alkyl-2-cycloalken-1-one: wherein n is an integer of 1 or 2; and R1 and R2 are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms with the proviso that R1 and R2 may form a ring through a carbon atom adjacent thereto.
    Type: Application
    Filed: April 2, 2009
    Publication date: February 10, 2011
    Applicant: KAO CORPORATION
    Inventors: Makiko Muroi, Atsushi Nagasawa, Kunshi Matsumoto, Mariko Kagaya, Hirotsugu Nishimura, Yoshiharu Ataka
  • Patent number: 7858828
    Abstract: (3R,3?R,6?R)-Lutein and (3R,3?R)-zeaxanthin are two dietary carotenoids that are present in most fruits and vegetables commonly consumed in the US. These carotenoids accumulate in the human plasma, major organs, and ocular tissues. In the past decade, numerous epidemiological and experimental studies have shown that lutein and zeaxanthin play an important role in the prevention of age-related macular degeneration (AMD) that is the leading cause of blindness in the U.S. and Western World. The invention provides a process for the synthesis of (3R,3?R,6?R)-lutein and its stereoisomers from commercially available (rac)-?-ionone by a C15+C10+C15 coupling strategy. In addition, the present invention also provides access to the precursors of optically active carotenoids with 3-hydroxy-?-end group that are otherwise difficult to synthesize. The process developed for the synthesis of lutein and its stereoisomers is straightforward and has potential for commercialization.
    Type: Grant
    Filed: March 25, 2009
    Date of Patent: December 28, 2010
    Assignee: University of Maryland, College Park
    Inventors: Frederick Khachik, An-Ni Chang
  • Publication number: 20100274059
    Abstract: The present invention relates to a method of preparation of an optically active cyclohexenone derivative of Formula (I) OR1R2*R1 and wherein R1 and R2 are organic residues.
    Type: Application
    Filed: January 8, 2009
    Publication date: October 28, 2010
    Applicant: Firmenich SA
    Inventor: Oliver Knopff
  • Patent number: 7754925
    Abstract: The present application relates to a process for reacting a composition I comprising at least one aldehyde with hydrogen in the presence of a catalyst in at least one main reactor and at least one postreactor, wherein at least 50% of the fresh hydrogen fed to the reaction system is fed into at least one postreactor. In a preferred embodiment, composition I comprises at least one further organic compound.
    Type: Grant
    Filed: July 11, 2006
    Date of Patent: July 13, 2010
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Pinkos, Gerd-Dieter Tebben, Alexander Hauk, Christian Mueller, Harald Rust
  • Publication number: 20100041922
    Abstract: The present invention relates to a process for enantioselectively preparing optically active 4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-one derivatives of the formulae (I) or (Ia) and to a process for preparing (3S,3?S)-astaxanthin of the formula (III), comprising the process for preparing the compound of the formula (I).
    Type: Application
    Filed: February 22, 2008
    Publication date: February 18, 2010
    Applicant: BASF SE
    Inventors: Rainer Stürmer, Hansgeorg Ernst
  • Patent number: 7649117
    Abstract: Disclosed is a process of preparing an optically active ?-hydroxycarboxylic acid derivative comprising asymmetrically hydrogenating a ?-keto compound in the presence of a catalyst comprising a transition metal complex compound having a 2,3-bis(dialkylphosphino)pyrazine derivative as a ligand. The pyrazine derivative is preferably a quinoxaline derivative, and the transition metal is preferably ruthenium. Preferred examples of the quinoxaline derivative are (S,S)-2,3-bis(tert-butylmethylphosphino)quinoxaline, (R,R)-bis(tert-butylmethylphosphino)quinoxaline, (S,S)-bis(tert-adamantylmethylphosphino)quinoxaline, and (R,R)-bis(adamantylmethylphosphino)quinoxaline.
    Type: Grant
    Filed: July 24, 2008
    Date of Patent: January 19, 2010
    Assignees: National University Corporation Chiba University, Nippon Chemical Industrial Co., Ltd.
    Inventors: Tsuneo Imamoto, Kazuhiro Yoshida, Miwako Nishimura, Aya Koide
  • Publication number: 20090264681
    Abstract: (3R,3?R,6?R)-Lutein and (3R,3?R)-zeaxanthin are two dietary carotenoids that are present in most fruits and vegetables commonly consumed in the US. These carotenoids accumulate in the human plasma, major organs, and ocular tissues. In the past decade, numerous epidemiological and experimental studies have shown that lutein and zeaxanthin play an important role in the prevention of age-related macular degeneration (AMD) that is the leading cause of blindness in the U.S. and Western World. The invention provides a process for the synthesis of (3R,3?R,6?R)-lutein and its stereoisomers from commercially available (rac)-?-ionone by a C15+C10+C15 coupling strategy. In addition, the present invention also provides access to the precursors of optically active carotenoids with 3-hydroxy-?-end group that are otherwise difficult to synthesize. The process developed for the synthesis of lutein and its stereoisomers is straightforward and has potential for commercialization.
    Type: Application
    Filed: March 25, 2009
    Publication date: October 22, 2009
    Inventors: Frederick Khachik, An-Ni Chang
  • Patent number: 7592463
    Abstract: Nonmetallic organic catalysts are provided that facilitate the enantioselective reaction of ?,?-unsaturated ketones. The catalysts are chiral imidazolidinone compounds having the structure of formula (IIA) or (IIB) or are acid addition salts thereof, wherein, in one preferred embodiment, R1 is C1-C6 alkyl, R2 is phenyl or 2-methylfuryl, R3 and R4 are hydrogen, and R5 is phenyl optionally substituted with 1 or 2 substituents selected from the group consisting of halo, hydroxyl, and C1-C6 alkyl. The chiral imidazolidinones are useful in catalyzing a wide variety of reactions, including cycloaddition reactions, Friedel-Crafts alkylation reactions, and Michael additions.
    Type: Grant
    Filed: December 5, 2002
    Date of Patent: September 22, 2009
    Assignee: California Institute of Technology
    Inventors: David W. C. MacMillan, Alan B. Northrup
  • Publication number: 20090124826
    Abstract: Disclosed is a method for producing an optically active 3-methylcyclopentadecan-1-one which is characterized in that 2-cyclopentadecen-1-one is subjected to a 1,4-conjugate addition reaction of a methyl group by using a methylated organic metal in the presence of a copper catalyst, an enol anion scavenger and a specific optically active phosphoramidite for obtaining an optically active 3-methyl-1-cyclopentadecene derivative, and then the thus-obtained 3-methyl-1-cyclopentadecene derivative is subjected to a solvolysis.
    Type: Application
    Filed: May 17, 2006
    Publication date: May 14, 2009
    Applicant: Takasago International Corporation
    Inventors: Shigeru Tanaka, Kenya Ishida, Hiroyuki Matsuda
  • Patent number: 7495132
    Abstract: The present invention relates to a catalytically active composition comprising as active component Pd and Bi and at least one element selected from the group (a) consisting of Rh, Au, Sb, V, Cr, W, Mn, Fe, Co, Ni, Na, Cs and Ba, or Pd, Rh and Bi and optionally an element selected from the group (a?) consisting of Au, Sb, V, Cr, W, Mn, Fe, Co, Ni, Pt, Cu, Ag, Na, Cs, Mg, Ca and Ba. The present invention further provides a process for dehydrogenating hydrocarbons, preferably oxo-functionalized hydrocarbons such as cyclopentanone, cyclohexanone and isovaleraldehyde, using the catalytically active composition.
    Type: Grant
    Filed: January 28, 2005
    Date of Patent: February 24, 2009
    Assignee: BASF Aktiengesellschaft
    Inventors: Christian Walsdorff, Thorsten Johann, Beatrice Roessler, Hartmut Hibst, Joaquim Henrique Teles, Sebastian Storck, Jens Klein
  • Patent number: 7470820
    Abstract: The present invention relates to a cyclohexanone derivative of formula in the form of any one of its isomers or mixture thereof. The invention concerns also the preparation and the use of this derivative. The compounds of the invention are useful starting materials for the preparation of various optically active compounds.
    Type: Grant
    Filed: July 18, 2006
    Date of Patent: December 30, 2008
    Assignee: Firmenich SA
    Inventors: Oliver Knopff, Charles Fehr, José Galindo
  • Patent number: 7449592
    Abstract: A process of preparing methylaluminium dichloride by (i) reacting by heating a material of the formula R3Al2X3, where R is C1-C4 alkyl and X is selected from bromine and iodine with an aluminium-containing material selected from metallic aluminium and a mixture of metallic aluminium and aluminium trichloride in an atmosphere of methyl chloride, with the proviso that when R is methyl and X is iodine, the aluminium-containing material is a mixture of aluminium and aluminium trichloride; and (ii) when the aluminium-containing material is metallic aluminium, adding aluminium trichloride to this reaction mixture and heating, to give a crude reaction product; and (iii) if desired, obtaining methylaluminium dichloride from this crude reaction product. The crude reaction product may be used directly in organic syntheses, such as the cyclisation of ?-Georgywood to give ?-Georgywood.
    Type: Grant
    Filed: August 13, 2004
    Date of Patent: November 11, 2008
    Assignee: Givaudan SA
    Inventors: Jean-Pierre Barras, Fridtjof Wai Schröder
  • Patent number: 7442841
    Abstract: A process for the separation of an alcohol from a non-polar solvent; a ketone from a non-polar solvent; an alcohol from a mixture of a ketone and a non-polar solvent; or a mixture of an alcohol and a ketone from a non-polar solvent; said process comprising contacting at least one ionic liquid with a mixture comprising a non-polar solvent and at least one of an alcohol and a ketone.
    Type: Grant
    Filed: August 16, 2007
    Date of Patent: October 28, 2008
    Assignee: Invista North America S.A R.L.
    Inventor: Keith Whiston
  • Patent number: 7378558
    Abstract: A process for preparing carotenoids, in which the process includes reacting a dialkoxy dialdehyde in a double Wittig condensation with a phosphonium salt of or in a double Wittig-Horner condensation with a phosphonate. The carotenoids include, for example, ?-carotene, zeaxanthin, canthaxanthin, astaxathin, lycopene and croceptin, which are useful as nutraceuticals, food colorants, and feed additives.
    Type: Grant
    Filed: November 17, 2003
    Date of Patent: May 27, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Hansgeorg Ernst, Klaus Henrich, Andreas Keller
  • Patent number: 7348304
    Abstract: The invention provides a novel fragrance material comprising a compound having the structure (IUPAC name (1R,2S,7R,8R,9S)-2,6,6,9-tetramethyltricyclo-[5.4.0.02,8]undecan-10-one). The novel fragrance material has a strong, pleasant cedar wood fragrance and is useful for imparting, strengthening, or improving the odor of perfumes and perfumed products. Methods for preparing the novel fragrance material are described.
    Type: Grant
    Filed: December 20, 2004
    Date of Patent: March 25, 2008
    Inventor: Laurence G. Cool
  • Publication number: 20080051609
    Abstract: A process for the separation of an alcohol from a non-polar solvent; a ketone from a non-polar solvent; an alcohol from a mixture of a ketone and a non-polar solvent; or a mixture of an alcohol and a ketone from a non-polar solvent; said process comprising contacting at least one ionic liquid with a mixture comprising a non-polar solvent and at least one of an alcohol and a ketone.
    Type: Application
    Filed: August 16, 2007
    Publication date: February 28, 2008
    Applicant: INVISTA NORTH AMERICA S.A.R.L.
    Inventor: KEITH WHISTON
  • Patent number: 7332633
    Abstract: The present invention relates to a process for the preparation of an optically active 5-substituted cyclohexenone (II) by treating an achiral macrocyclic 3-substituted-1,5-diketone (I) in the presence of an optically active sodium, potassium or cesium alkoxide.
    Type: Grant
    Filed: July 10, 2006
    Date of Patent: February 19, 2008
    Assignee: Firmenich SA
    Inventor: Oliver Knopff
  • Patent number: 7323604
    Abstract: Nonmetallic, chiral organic catalysts are used to catalyze the 1,4-hydride reduction of an ?,?-unsaturated carbonyl compound. The ?,?-unsaturated carbonyl compound may be an aldehyde or cyclic ketone, and the hydride donor may be a dihydropyridine. The reaction is enantioselective, and proceeds with a variety of hydride donors, catalysts, and substrates. The invention also provides compositions effective in carrying out the 1,4-hydride addition of ?,?-unsaturated carbonyl compounds.
    Type: Grant
    Filed: November 21, 2005
    Date of Patent: January 29, 2008
    Assignee: California Institute of Technology
    Inventors: David MacMillan, Stephane Ouellet, Jamison Tuttle
  • Patent number: 7285684
    Abstract: A reaction mixture obtained by reacting a substrate in the presence of an imide compound having an imide unit represented by the formula (1) can be efficiently separated through crystallization and/or extraction with a specific solvent into the imide compound and a reaction product. (In the formula, X represents oxygen, hydroxyl, or acyloxy.) Furthermore, a mixture comprising the imide compound and a metal catalyst can be efficiently separated through crystallization, adsorption, and/or extraction into the imide compound and the metal catalyst.
    Type: Grant
    Filed: March 30, 2001
    Date of Patent: October 23, 2007
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Hiroyuki Miura, Hitoshi Watanabe, Akihiro Kuwana, Mami Shimamura, Naruhisa Hirai
  • Patent number: 7285685
    Abstract: Process for preparing alpha, beta-unsaturated acyclic or cyclic carbonyl compounds by dehydrogenation of the corresponding saturated carbonyl compounds in the gas phase over a heterogeneous dehydrogenation catalyst comprising platinum and/or palladium and tin on an oxidic support.
    Type: Grant
    Filed: July 22, 2004
    Date of Patent: October 23, 2007
    Assignee: BASF Aktiengesellschaft
    Inventors: Christian Walsdorff, Beatrice Rössler, Götz-Peter Schindler, Joaquim H. Teles, Klaus Harth
  • Patent number: 7279605
    Abstract: The invention relates to a process for the preparation, in a single step, of substituted 2-cyclopenten-1-ones by reacting a substituted enone with an aldehyde in the presence of a catalytic system. The catalytic system consists of a metal complex, such as a Ti(Cl)3(alkoxy), and a co-ingredient, such as a carboxylic acid anhydride or an anhydrous salt.
    Type: Grant
    Filed: April 19, 2007
    Date of Patent: October 9, 2007
    Assignee: Firmenich SA
    Inventors: Denis Jacoby, Fabrice Keller
  • Patent number: 7247752
    Abstract: A method used for synthesizing intermediates for use in the synthesis of carotenoids and carotenoid analogs, and/or carotenoid derivatives. In some embodiments, the invention includes methods for synthesizing optically active intermediates useful for the synthesis of optically active carotenoids. Synthesis of optically active carotenoids, in one embodiment, may be accomplished by forming an optically active dihydroxy intermediate from ketoisopherone. The optically active dihydroxy intermediate may be converted into optically active astaxanthin derivatives.
    Type: Grant
    Filed: October 3, 2005
    Date of Patent: July 24, 2007
    Assignee: Cardax Pharmaceuticals, Inc.
    Inventors: Samuel F. Lockwood, Peng Cho Tang, Geoff Nadolski, Henry L. Jackson, Zhiqiang Fang, Yishu Du, Min Yang, William Geiss, Richard Williams, David Burdick
  • Patent number: 7235700
    Abstract: A process for producing cyclohexenone long-chain alcohol represented by the following formula (1): (wherein A represents a C10-C18 alkylene or alkenylene group, and each of R1, R2, and R3 individually represents hydrogen or methyl), comprising reacting a 3-alkoxy-2-cyclohexen-1-one derivative represented by the following formula (2): (wherein R1, R2, and R3 have the same meanings as above, and R4 represents a C1-C5 alkyl group) with a Grignard's reagent prepared by protecting the hydroxyl groups of C10-C18 ?-halogenoalcohol through silylation, and hydrolyzing the resultant reaction product.
    Type: Grant
    Filed: March 28, 2003
    Date of Patent: June 26, 2007
    Assignee: Meiji Dairies Corporation
    Inventors: Bang Luu, Patrick Neuberg, Delphine Trancard, Masashi Yamada, Yukio Ohshiba, Hiroto Suzuki
  • Patent number: 7227044
    Abstract: The present invention relates to a cycloalkanone composition which contains cycloalkanone (1) in an amount of 70 wt % or more based on the composition, wherein the content of a dimer of a cycloalkanone represented by formula (2) is 0.055 or less in terms of weight ratio to the cycloalkanone (1), a process for producing the same, a process for producing a composition containing alkyl acetate (5) by using the cycloalkanone composition, and an alkyl acetate composition obtained by the process wherein n is an integer of 1 or 2, R1 and R2 each represent H, a C1 to C8 alkyl group etc., and R3 represents a C1 to C3 alkyl group.
    Type: Grant
    Filed: March 11, 2005
    Date of Patent: June 5, 2007
    Assignee: Kao Corporation
    Inventor: Koji Mine
  • Patent number: 7141698
    Abstract: The invention relates to a continuous process for producing pseudoionones of general formulas (I) and (I?) as well as isomers thereof, whereby: R1 represents CH3 or (a); R2 and R3 represent hydrogen, CH3 or C2H5, and; R4 and R5 represent hydrogen or CH3. These pseudoionones are produced by reacting an aldehyde of formula (II) with an excess of a ketone of general formula (III), whereby R1, R2 and R3 have the aforementioned meanings, in the presence of water and alkali hydroxide at an increased temperature and in a homogeneous solution. The inventive process is characterized in that: a) the intermixing of the homogeneous solution consisting of aldehyde, ketone and aqueous alkali lye occurs at a temperature ranging from 10 to 120° C.
    Type: Grant
    Filed: October 28, 2003
    Date of Patent: November 28, 2006
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Dobler, Nicolaus Bahr, Klaus Breuer, Alois Kindler
  • Patent number: 7012161
    Abstract: There is disclosed a fluorine-containing polymerizable cyclic olefin compound that has one or more partial structures represented by the following general formula (1) or (2).
    Type: Grant
    Filed: August 16, 2004
    Date of Patent: March 14, 2006
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takeru Watanabe, Takeshi Kinsho, Yuji Harada
  • Patent number: 6943272
    Abstract: The invention concerns a novel compounds of formula (I), wherein the dotted line bond is present or not, and wherein R1 represents: when the dotted line bond is present —CHCH3OH or —CHCH3OCOR or —CHCH3XCH2CHOHR? or —CHCH3OCHR?CH2OH or formula (II) when the dotted line bond is absent —CHCH3OH or —CHCH3OCOR or —COCH3 or formula (II) or —CHCH3XCH2CHOHR? or —CH2CH2XCH2CHOHR? or —CHCH3OCHR?CH2OH or —CHCHCOR? or —CH2CH2CHR?OH or —CH2CH2CHR?OCOR or CHCHCHOHR? or —CHCHCHR?OCOR, wherein R represents H, Me, Et, Pr, isoPr, But, isoBut, CH3CH2)4, (CH3)2CHCH2, CH2CH, (CH3)2CCH, and R? represents H, Me or Et, and X represents O, N or S, and their preparation method. Because of their fragrance, said compounds are highly interesting for the perfume industry, for cosmetic and care products.
    Type: Grant
    Filed: October 23, 2002
    Date of Patent: September 13, 2005
    Assignee: V. Mane Fils
    Inventors: Jean Mane, Jean-Jacques Chanot, Fabrice Le Borgne, Martin Schroeder
  • Patent number: 6872856
    Abstract: A method is provided for making an enantiomerically pure compound of the formula: in which R and R? represent C1?C10 alkyl, C2?C10 alkenyl or C3?C10 cycloalkyl and the wedges signify (S)- or (R)-stereochemistry, the substituents in compound (II) being trans. Conjugate addition is carried out between an organometallic nucleophile that provides a group R as defined above and (R)-4-acetoxycyclopent-2-en-1-one, (S)-4-acetoxycyclopent-2-en-1-one or a similar compound in which acetoxy is replaced by another leaving group to give, e.g.
    Type: Grant
    Filed: June 28, 2001
    Date of Patent: March 29, 2005
    Assignee: Warner-Lambert Company
    Inventors: David Clive Blakemore, Justin Stephen Bryans
  • Patent number: 6815413
    Abstract: Lower alkyl- and lower alkylidene-substituted, saturated or unsaturated cyclohexadecanones are grand fragrances with muscone note with which perfumes with new odor notes can be prepared.
    Type: Grant
    Filed: August 2, 2001
    Date of Patent: November 9, 2004
    Assignee: Symrise GmbH & Co. KG
    Inventors: Marcus Eh, Ingo Wöhrle
  • Patent number: 6787655
    Abstract: One aspect of the present invention relates to methods for the transition-metal-catalyzed asymmetric 1,4-addition of a nucleophile, e.g., hydride, to cyclic and acyclic enoates and enones. In certain embodiments of the methods of the present invention, the transition metal catalyst consists essentially of copper and an asymmetric bidentate bisphosphine ligand.
    Type: Grant
    Filed: October 15, 2002
    Date of Patent: September 7, 2004
    Assignee: Massachusetts Institute of Technology
    Inventors: Stephen L. Buchwald, Daniel H. Appella, Yasunori Moritani, Ryo Shintani, Valdas Jurkauskas
  • Publication number: 20040171886
    Abstract: A method for producing 2-(alkyl)cycloalkenone and a method for producing alkyl(3-oxo-2-alkylcycloalkyl) acetate and 5-alkyl-5-alkanolide which are useful as flavoring materials and physiologically active substances using the same are provided. A method for producing Compound (2) including the steps of: dehydrating Compound (1) using an acid catalyst until the conversion ratio of dehydration reaction reaches 20 to 90% based on Compound (1), thereby obtaining a mixture containing Compound (1) and Compound (3); and isomerizing Compound (3) while dehydrating the remaining Compound (1), and a method for producing Compound (5) or (6) using obtained Compound (2).
    Type: Application
    Filed: December 11, 2003
    Publication date: September 2, 2004
    Applicant: KAO CORPORATION
    Inventors: Hirotsugu Nishimura, Koji Mine
  • Publication number: 20030232984
    Abstract: The method of this invention prepares acylated cyclic compounds by contacting phenyl esters as acylating agents with cyclic compounds in the presence of a cyanide or fluoride catalyst.
    Type: Application
    Filed: March 24, 2003
    Publication date: December 18, 2003
    Inventor: Paul Walter Wojtkowski
  • Publication number: 20030220507
    Abstract: Nonmetallic organic catalysts are provided that facilitate the enantioselective reaction of &agr;,&bgr;-unsaturated ketones.
    Type: Application
    Filed: December 5, 2002
    Publication date: November 27, 2003
    Inventors: David W.C. MacMillan, Alan B. Northrup
  • 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