Carbon To Carbon Unsaturation Containing Patents (Class 568/417)
  • Patent number: 10954174
    Abstract: The present invention provides a process for preparing (7Z)-7-tricosene of the following formula (3): the process comprising a step of subjecting a nucleophilic reagent, (8Z)-8-pentadecenyl compound of the following general formula (1), wherein M1 represents Li, MgZ1, CuZ1 or CuLiZ1, wherein Z1 represents a halogen atom or an (8Z)-8-pentadecenyl group, to a coupling reaction with a 1-halooctane compound of the following general formula (2), wherein X1 represents a halogen atom, to produce (7Z)-7-tricosene (3).
    Type: Grant
    Filed: May 12, 2020
    Date of Patent: March 23, 2021
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yuki Miyake, Takeshi Kinsho, Yusuke Nagae
  • Patent number: 9403765
    Abstract: Compositions of and methods for using synthetic retinal derivatives as retinoid replacements and opsin agonists are provided.
    Type: Grant
    Filed: September 14, 2012
    Date of Patent: August 2, 2016
    Assignee: University of Washington
    Inventors: Krzysztof Palczewski, Matthew Batten
  • Publication number: 20150133431
    Abstract: This invention relates to geranylgeranyl acetone (GGA) derivatives, pharmaceutical compositions comprising GGA derivatives and the use of GGA derivatives.
    Type: Application
    Filed: July 10, 2014
    Publication date: May 14, 2015
    Applicant: COYOTE PHARMACEUTICALS, INC.
    Inventor: Gary C. Look
  • Publication number: 20150111811
    Abstract: Branched optionally unsaturated ketones particularly useful in providing typical and characteristic orris facets to perfume compositions.
    Type: Application
    Filed: March 15, 2013
    Publication date: April 23, 2015
    Inventor: Philip Kraft
  • Publication number: 20150093354
    Abstract: In various embodiments, the present disclosure provides a method and enzyme for forming various compounds, such as monoterpenes and monoterpenoid compounds. In a specific example, the present disclosure provides a method for producing one or more of (?)-ipsdienol, (?)-ipsenol, ipsenone, and ipsdienone. The present disclosure also provides methods of using compounds formed from the disclosed method and enzyme.
    Type: Application
    Filed: December 8, 2014
    Publication date: April 2, 2015
    Applicant: Board of Regents of the Nevada System of Higher Education, on Behalf of the University of Nevada
    Inventors: Claus Tittiger, Rubi Figueroa-Teran, Gary J. Blomquist
  • Publication number: 20150057207
    Abstract: The present invention relates to novel compounds and their use as fragrance materials.
    Type: Application
    Filed: August 22, 2014
    Publication date: February 26, 2015
    Inventors: Benjamin Amorelli, Edward Mark Arruda, Robert P. Belko, Tingwei Cai, Adam P. Closson, Nicole L. Giffin, Gary J. Mertz, Michael G. Monteleone
  • Publication number: 20150025077
    Abstract: This invention relates to geranylgeranyl acetone (GGA) derivatives and the use of GGA, its isomers, and GGA derivatives in methods for inhibiting neural death, increasing neural activity, increasing axon growth and cell viability, and increasing the survival rate of subjects administered the GGA or GGA derivatives.
    Type: Application
    Filed: February 27, 2013
    Publication date: January 22, 2015
    Applicant: COYOTE PHARMACEUTICALS, INC.
    Inventors: Hiroaki Serizawa, Ankush B. Argade, Akash Datwani, Natalie Spencer, Yonghua Pan, Florian Ermini
  • Publication number: 20140045948
    Abstract: An ophthalmic composition kit comprising an ophthalmic container holding an ophthalmic composition comprising geranylgeranylacetone, the ophthalmic container having a surface in contact with the ophthalmic composition, the surface being at least partially or wholly made of a container material selected from the group consisting of a polyolefin, an acrylic acid resin, a terephthalic acid ester, a polycarbonate, a polymethylterpene, a fluorine resin and a glass, the ophthalmic composition kit having an advantage that the loss of the geranylgeranylacetone content or decrease in the geranylgeranylacetone concentration in the ophthalmic composition is very little.
    Type: Application
    Filed: October 17, 2013
    Publication date: February 13, 2014
    Applicant: ROHTO PHARMACEUTICAL CO., LTD.
    Inventors: Takayuki MIYANO, Takahiro KUROSE
  • Publication number: 20130296323
    Abstract: This invention relates to geranylgeranyl acetone (GGA) derivatives and the use of GGA, its isomers, and GGA derivatives in methods for inhibiting neural death, increasing neural activity, increasing axon growth and cell viability, and increasing the survival rate of subjects administered the GGA or GGA derivatives.
    Type: Application
    Filed: February 27, 2013
    Publication date: November 7, 2013
    Applicant: COYOTE PHARMACEUTICALS, INC.
    Inventors: Hiroaki Serizawa, Ankush B. Argade, Akash Datwani, Natalie Spencer, Yonghua Pan, Florian Ermini
  • Patent number: 8481789
    Abstract: The present invention relates to a process for producing 9-decen-2-one, characterized by the bioconversion of undecylenic acid using a mold, and to its use in perfumery, cosmetics and food flavoring.
    Type: Grant
    Filed: June 3, 2009
    Date of Patent: July 9, 2013
    Inventors: Jean Mane, Joseph Zucca
  • Publication number: 20130096209
    Abstract: The present invention provides edible compositions comprising a compound of the present invention, food products comprising such edible compositions and methods of preparing such food products. The present invention also provides methods of reducing the amount of NaCl in a food product, methods of reducing the sodium intake in a diet, and methods of reducing bitter taste in a food product.
    Type: Application
    Filed: April 15, 2011
    Publication date: April 18, 2013
    Applicants: Kraft Foods Global Brands LLC, Chromocell Corporation
    Inventors: David Hayashi, William P. Jones, Jane V. Leland, Peter H. Brown, Joseph Gunnet, Daniel Lavery, Louise Slade, Kambiz Shekdar, Jessica Langer
  • Publication number: 20130085283
    Abstract: Provided herein are geranylgeranylacetone derivatives and methods of using them.
    Type: Application
    Filed: March 1, 2012
    Publication date: April 4, 2013
    Inventors: Hiroaki Serizawa, Ankush B. Argade, Akash Datwani, Natalie Spencer
  • Publication number: 20130045318
    Abstract: To provide a salty taste enhancer which exerts a flavor enhancing effect comparable to sodium chloride without imparting any undesirable flavor such as harsh taste or odd smell, a method for producing the same, a kelp extract comprising the salty taste enhancer, and a food or drink having enhanced salty taste and flavor which comprises the salty taste enhancer or the kelp extract. A salty taste enhancer which comprises a volatile component with a molecular weight of less than 200 derived from a kelp.
    Type: Application
    Filed: April 8, 2011
    Publication date: February 21, 2013
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Akihiko Watanabe, Azusa Nakatoh, Takeshi Oikawa
  • Publication number: 20120329696
    Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities' options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.
    Type: Application
    Filed: May 24, 2012
    Publication date: December 27, 2012
    Inventors: Hugo Robert Germain Denutte, Johan Smets, An Pintens, Jeanne Alfons Van Aken, Freek Annie Camiel Vrielynck
  • Publication number: 20120201778
    Abstract: The invention relates to novel deodorant compositions containing at least one compound of the family of acetylenic ketones and the deodorant products containing them. A particularly preferred composition according to the invention comprises at least one compound of the family of the ?-acetylenic ketones and a mixture of aldehydes chosen from two different families.
    Type: Application
    Filed: June 17, 2010
    Publication date: August 9, 2012
    Inventors: André Casazza, Raymond Kerverdo, Lydia Ziegler, Hugues Brevard
  • Patent number: 8217203
    Abstract: A process for the preparation of E-farnesyl acetone characterized by reaction of nerolidol with isopropenylmethyl ether in the presence of an acidic catalyst at elevated temperature and isolation by fractionated distillation.
    Type: Grant
    Filed: July 22, 2008
    Date of Patent: July 10, 2012
    Assignee: DSM IP Assets B.V.
    Inventors: Werner Bonrath, Rolf Kuenzi
  • Publication number: 20120172453
    Abstract: This invention relates to the 5-cis and 5-trans isomers of geranylgeranyl acetone, preferably such synthetic isomers, and pharmaceutical compositions containing such isomers. Other aspects of this invention relate to the use of geranylgeranyl acetone and its isomers in methods for inhibiting neural death, increasing neural activity, and increasing axon growth and cell viability. Geranylgeranyl acetone is a known anti-ulcer drug used commercially and in clinical situations. GGA has also been shown to exert cytoprotective effects on a variety of organs, such as the eye, brain, and heart.
    Type: Application
    Filed: August 31, 2011
    Publication date: July 5, 2012
    Inventors: Ben A. Barres, Naoki Nakayama, Hiroaki Serizawa, Ankush B. Argade
  • Patent number: 8211989
    Abstract: The invention provides a method of preparing a crosslinked polymer, which method comprises polymerising branched polyunsaturated monomers by a metathesis polymerisation reaction, wherein the branched polyunsaturated monomers contain acyclic ethylenically unsaturated groups that are capable of undergoing polymerization by a metathesis reaction such that the metathesis polymerisation produces a crosslinked polymer and substantially no non-volatile ethylenically unsaturated by-products.
    Type: Grant
    Filed: June 30, 2006
    Date of Patent: July 3, 2012
    Assignees: Monash University, Duluxgroup (Austrailia) Pty. Ltd
    Inventors: Christopher Henry Such, Jim Patel, William Roy Jackson, Andrea Jane Robinson, Algirdas Kazimleras Serelis
  • Publication number: 20120107265
    Abstract: In various embodiments, the present disclosure provides a method and enzyme for forming various compounds, such as monoterpenes and monoterpenoid compounds. In a specific example, the present disclosure provides a method for producing one or more of (?)-ipsdienol, (?)-ipsenol, ipsenone, and ipsdienone. The present disclosure also provides methods of using compounds formed from the disclosed method and enzyme.
    Type: Application
    Filed: November 17, 2009
    Publication date: May 3, 2012
    Inventors: Claus Tittiger, Rubi Figueroa-Teran, Gary J. Blomquist
  • Publication number: 20110311583
    Abstract: (A1) Translate this text The present invention provides lipids that are advantageously used in lipid particles for the in vivo delivery of therapeutic agents to cells.
    Type: Application
    Filed: November 10, 2009
    Publication date: December 22, 2011
    Applicant: ALNYLAM PHARMACEUTICALS, INC.
    Inventors: Muthiah Manoharan, kallanthottathil G. Rajeev, Muthusamy Jayaraman, David Butler, Jayaprakash K. Narayanannair, Martin Maier, Laxman Eltepu
  • Publication number: 20110308555
    Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities' options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.
    Type: Application
    Filed: June 22, 2011
    Publication date: December 22, 2011
    Inventors: Johan SMETS, Hugo Robert Germain Denutte, An Pintens, Koen Van Aken, Freek Annie Camiel Vrielynck
  • Publication number: 20110077431
    Abstract: The present invention relates to a process for producing 9-decen-2-one, characterized by the bioconversion of undecylenic acid using a mold, and to its use in perfumery, cosmetics and food flavoring.
    Type: Application
    Filed: June 3, 2009
    Publication date: March 31, 2011
    Inventors: Jean Mane, Joseph Zucca
  • Publication number: 20100286283
    Abstract: The present invention provides a novel microtubule-disrupting agent, and also provides a use of the microtubule-disrupting agent. A microtubule-disrupting agent containing an ?,?-unsaturated carbonyl compound as an active ingredient is provided. Further, a cancer cell proliferation inhibitor containing the microtubule-disrupting agent is also provided. As the ?,?-unsaturated carbonyl compound, 6-shogaol is preferably used.
    Type: Application
    Filed: May 1, 2009
    Publication date: November 11, 2010
    Inventors: Kazuhiro Ishiguro, Hidemi Goto, Takafumi Ando
  • Patent number: 7799954
    Abstract: Derivatives of dicarbonyl compounds having antitumor and antibiotic activity which can be used as anticancer agents.
    Type: Grant
    Filed: November 14, 2007
    Date of Patent: September 21, 2010
    Assignee: Abraxis BioScience, LLC
    Inventors: Chunlin Tao, Qinwei Wang, Vuong Trieu, Neil Desai, Patrick Soon-Shiong
  • Patent number: 7795474
    Abstract: This invention offers 6,8,10-undecatrien-3-one or 6,8,10-undecatrien-4-one which are represented by the following formula (1) [in the formula, either one of A and B stands for carbonyl group and the other stands for methylene group, and the wavy line signifies cis-form, trans-form, or a mixture of cis- and trans-form at an optional ratio] and which can reproduce an odor rich in naturality and freshness.
    Type: Grant
    Filed: April 3, 2008
    Date of Patent: September 14, 2010
    Assignee: T. Hasegawa Co., Ltd.
    Inventors: Akira Nakanishi, Yasutaka Ohkubo, Naomi Tomita, Norio Miyazawa, Tomoko Maeda
  • Publication number: 20100204520
    Abstract: A process for the preparation of E-farnesyl acetone characterized by reaction of nerolidol with isopropenylmethyl ether in the presence of an acidic catalyst at elevated temperature and isolation by fractionated distillation.
    Type: Application
    Filed: July 22, 2008
    Publication date: August 12, 2010
    Applicant: DSM IP ASSETS
    Inventors: Werner Bonrath, Rolf Kuenzi
  • Publication number: 20100191019
    Abstract: The invention refers to conjugated secondary alkatrienol derivatives, a method of their production and to flavour and perfume compositions comprising them.
    Type: Application
    Filed: July 15, 2008
    Publication date: July 29, 2010
    Inventors: Thierry Granier, Boris Schilling
  • Publication number: 20100137648
    Abstract: This invention offers 6,8,10-undecatrien-3-one or 6,8,10-undecatrien-4-one which are represented by the following formula (1) [in the formula, either one of A and B stands for carbonyl group and the other stands for methylene group, and the wavy line signifies cis-form, trans-form, or a mixture of cis- and trans-form at an optional ratio] and which can reproduce an odor rich in naturality and freshness.
    Type: Application
    Filed: April 3, 2008
    Publication date: June 3, 2010
    Inventors: Akira Nakanishi, Yasutaka Ohkubo, Naomi Tomita, Norio Miyazawa, Tomoko Maeda
  • Patent number: 7566808
    Abstract: A drug may be used in the preparation of a medicament for the treatment or prevention of an ophthalmologic disorder, wherein the drug inihibits, antagonizes, or short-circuits the visual cycle at a step of the visual cycle that occurs outside a disc of a rod photoreceptor cell.
    Type: Grant
    Filed: August 8, 2005
    Date of Patent: July 28, 2009
    Assignee: President and Fellows of Harvard College
    Inventor: Robert R. Rando
  • Publication number: 20090186976
    Abstract: The invention provides a method of preparing a crosslinked polymer, which method comprises polymerising branched polyunsaturated monomers by a metathesis polymerisation reaction, wherein the branched polyunsaturated monomers contain acyclic ethylenically unsaturated groups that are capable of undergoing polymerization by a metathesis reaction such that the metathesis polymerisation produces a crosslinked polymer and substantially no non-volatile ethylenically unsaturated by-products.
    Type: Application
    Filed: June 30, 2006
    Publication date: July 23, 2009
    Inventors: Christopher Henry Such, Jim Patel, William Roy Jackson, Andrea Jane Robinson, Algirdas Kazimieras Serelis
  • Publication number: 20090099384
    Abstract: The present invention provides a method of remedying deterioration of an insulating film which, during the remedial treatment of an insulating film deteriorated by plasma treatment, does not leave residual remedial agent on the wiring material such as the copper wiring layer, can be conducted using a dry process, and exhibits excellent applicability to mass production. The insulating film that has been deteriorated by plasma treatment is brought into contact with a remedial agent composed of a compound with a molecular structure having at least one of a nitro group and a carbonyl group, and at least one of a hydrocarbon group and a hydrogen group.
    Type: Application
    Filed: April 18, 2007
    Publication date: April 16, 2009
    Inventors: Shuji Nagano, Satoshi Hasaka, Minoru Inoue, Toshinori Shibata
  • Publication number: 20080300428
    Abstract: Use of ?,?-unsaturated carbonyl compounds as quench reagents for the Birch reduction.
    Type: Application
    Filed: May 30, 2008
    Publication date: December 4, 2008
    Inventors: Ingo ORTMANN, Claus Christian Haeselhoff
  • Publication number: 20080269324
    Abstract: A drag may be used in the preparation of a medicament for the treatment or prevention of an ophthalmologic disorder, wherein the drug inhibits, antagonizes, or short-circuits the visual cycle at a step of the visual cycle that occurs outside a disc of a rod photoreceptor cell.
    Type: Application
    Filed: August 7, 2006
    Publication date: October 30, 2008
    Inventor: Robert R. Rando
  • Patent number: 7214831
    Abstract: Histone deacetylase is a metallo-enzyme with zinc at the active site. Compounds having a zinc-binding moiety, for example, an alpha-chalcogenmethylcarbonyl group, such as an alpha-ketothio group, can inhibit histone deacetylase. Histone deacetylase inhibition can repress gene expression, including expression of genes related to tumor suppression. Accordingly, inhibition of histone deacetylase can provide an alternate route for treating cancer, hematological disorders, e.g., hemoglobinopathies, autosomal dominant disorders, e.g. spinal muscular atrophy and Huntington's disease, genetic related metabolic disorders, e.g., cystic fibrosis and adrenoleukodystrophy, or for stimulating hematopoietic cells ex vivo.
    Type: Grant
    Filed: May 21, 2003
    Date of Patent: May 8, 2007
    Assignee: Errant Gene Therapeutics, LLC
    Inventors: Hsuan-Yin Lan-Hargest, Robert J. Kaufman
  • Patent number: 6753449
    Abstract: Cleavable alkene-containing linkers and supports useful for the solid phase synthesis of chemical compounds, and combinatorial libraries of compounds, are disclosed. Also disclosed are methods of making and using the linkers and supports.
    Type: Grant
    Filed: October 9, 2001
    Date of Patent: June 22, 2004
    Assignee: ArQule, Inc.
    Inventor: MaoJun Guo
  • Patent number: 6310259
    Abstract: The present application refers to a process for preparing 6,10- and 6,9-dimethyl-5,10-undecadienyl-2-ones by telomerizing isoprene with alkyl acetoacetates in the presence of a catalyst system containing a transition metal compound catalyst and a phosphorus- or arsenic-containing compound cocatalyst, wherein the process is performed in the presence of a protic additive of the general formula in which: R1, R2, R3 represent an alkyl group with 1 to 9 carbon atoms, branched or unbranched, a cycloalkyl group with 6 to 8 carbon atoms, an aryl group, in particular phenyl, or an arylalkyl group, X(−) represents an inorganic or organic anion, y is 1 or 2, and the &bgr;-ketoester so obtained is saponified and decarboxylated in a manner known per se.
    Type: Grant
    Filed: March 23, 2000
    Date of Patent: October 30, 2001
    Assignee: Degussa AG
    Inventors: Wilhelm Keim, Armin Kraus, Rainer Hahn, Klaus Huthmacher
  • Patent number: 6252106
    Abstract: An efficient method is proposed for the stabilization of a sex pheromone compound of insect pest, which is a long-chain aliphatic unsaturated ester, alcohol, ketone or hydrocarbon compound having at least ten carbon atoms and at least one double bond in a molecule, used in pest control. The method comprises admixing the compound with 2-(2′-hydroxy-5′-methylphenyl) benzotriazole and an antioxidant which is preferably a hydroquinone compound such as tert-butyl hydroquinone, 2,5-di-tert-butyl hydroquinone and 2,5-di-tert-amyl hydroquinone.
    Type: Grant
    Filed: November 18, 1992
    Date of Patent: June 26, 2001
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Akira Yamamoto, Toyohisa Sakurada, Ryuichi Saguchi
  • Patent number: 5856537
    Abstract: Inhibitors of oleamide hydrolase, responsible for the hydrolysis of an endogenous sleep-inducing lipid (1, cis-9-octadecenamide) were designed and synthesized. The most potent inhibitors possess an electrophilic carbonyl group capable of reversibly forming a (thio) hemiacetal or (thio) hemiketal to mimic the transition state of a serine or cysteine protease catalyzed reaction. In particular, the tight binding .alpha.-keto ethyl ester 8 (1.4 nM) and the trifluoromethyl ketone inhibitor 12 (1.2 nM) were found to have exceptional inhibitory activity. In addition to the inhibitory activity, some of the inhibitors displayed agonist activity which resulted in the induction of sleep in laboratory animals.
    Type: Grant
    Filed: June 26, 1996
    Date of Patent: January 5, 1999
    Assignee: The Scripps Research Institute
    Inventors: Richard A. Lerner, Chi-Huey Wong, Dale L. Boger, Steven J. Henriksen
  • Patent number: 5654487
    Abstract: Catalyst compositions for preparing polyketones comprising (a) a Group VIII metal compound, containing at least one ligand capable of coordinating to the Group VIII metal, and (b) a boron hydrocarbyl compound are disclosed, in particular catalyst compositions wherein the boron hydrocarbyl compound is a Lewis acid of the formula BXYZ where at least one of X, Y and Z is a monovalent hydrocarbyl group. A preferred catalyst composition comprises a palladium complex and B(C.sub.6 F.sub.5).sub.3.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: August 5, 1997
    Assignee: BP Chemicals Limited
    Inventors: Neil Andrew Cooley, Adrian Peter Kirk
  • Patent number: 5625069
    Abstract: A process of preparing 2-cyano-3,5-dimethyl-4-methoxypyridine. The process includes the steps of: acylating 2-methyl-1-penten-1-alkoxy-3-one to obtain 2-alkoxycarbonyl-3,5-dimethyl-4-pyrone; ammonolyzing 2-alkoxycarbonyl-3,5-dimethyl-4-pyrone to obtain 2-carboxamido-3,5-dimethyl-4(1H)-pyridone; methylating 2-carboxamido-3,5-dimethyl-4(1H)-pyridone to obtain 2-carboxamido-3,5-dimethyl-4-methoxypyridine; and dehydrating said 2-carboxamido-3,5-dimethyl-4-methoxypyridone to obtain 2-cyano-3,5-dimethyl-4-methoxypyridine.
    Type: Grant
    Filed: July 22, 1996
    Date of Patent: April 29, 1997
    Assignee: Development Center for Biotechnology
    Inventors: Shan-Yen Chou, Tsai-Mien Huang, Shyh-Fong Chen, Hao Ku
  • Patent number: 5527968
    Abstract: A hydroxy-terminated linear carbonate is produced by reacting a cyclic alkylene carbonate such as neopentyl glycol carbonate with a substance having at least one alcoholic hydroxyl group in the presence of a catalyst. Mono- or polyhydric alphatic alcohols, polycaprolactone polyols, hydroxyl group-containing acrylic monomers and polymers, and polyester polyols are modified by the reaction with the cyclic alkylene carbonate to have an enhanced reactivity and resistance to hydrolysis.
    Type: Grant
    Filed: August 2, 1995
    Date of Patent: June 18, 1996
    Assignees: Nipon Paint Co., Ltd., Daicel Chemical Industries, Ltd.
    Inventors: Shinji Nakano, Takao Morimoto, Shin-ya Yamada, Takaaki Fujiwa, Hideki Matsui, Takeharu Tabuchi
  • Patent number: 5300654
    Abstract: .beta.-hydroxyketones are prepared by reacting an aldehyde with acetone in the presence of perhydroisoindole or pyrrolidine and water. The resulting .beta.-hydroxyketone is further reacted in the presence of a solvent mixture to produce .alpha.-.beta.-unsaturated ketones.
    Type: Grant
    Filed: July 15, 1991
    Date of Patent: April 5, 1994
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Masashi Nakajima, Tadashi Kyotani, Mikio Sawaki
  • Patent number: 5221797
    Abstract: A process for the purification of pseudo-ionone, which comprises preparing pseudo-ionone by a reaction of citral with acetone, followed by bringing the reaction medium into contact with a metal derivative and thereafter distilling the pseudo-ionone.
    Type: Grant
    Filed: April 17, 1992
    Date of Patent: June 22, 1993
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventors: Pierre Chabardes, Noel Crenne
  • Patent number: 5073659
    Abstract: A terpene compound having the formula (III) is produced by reacting an allylic halide having the formula (I) with a Grignard reagent having the formula (II) in the presence of anhydrous zinc chloride and a copper compound or an organic zinc halide compound having the formula (IV) in the presence of a copper compound, provided that when A-A is C-C, R' is hydrogen and when A-A is C=C, X is chlorine.
    Type: Grant
    Filed: August 10, 1990
    Date of Patent: December 17, 1991
    Assignee: Eisai Co., Ltd.
    Inventors: Kichisaburo Hamamura, Yutaka Ohnuki, Yukio Narabe, Yoshihiro Hisatake, Takashi Banba, Shizumasa Kijima
  • Patent number: 5017718
    Abstract: A process for preparing a perfluoroalkyl-substituted compound is disclosed. The process comprises reacting a halopolyfluoroalkane having 1 to 20 carbon atoms with a compound selected from the group consisting of (1) a substituted or unsubstituted ethylene, (2) a substituted or unsubstituted acetylene and (3) a substituted or unsubstituted allylsilane, in the presence of a metal-carbonyl complex of the metal of the Group VIII of the Periodic Table. Alternatively, the reaction between the halopolyfluoroalkane and the substituted or unsubstituted allylsilane is effected under radical generating condition.
    Type: Grant
    Filed: January 26, 1984
    Date of Patent: May 21, 1991
    Assignee: Sagami Chemical Research Center
    Inventors: Iwao Ojima, Takamasa Fuchikami
  • Patent number: 4806693
    Abstract: A process for preparing compounds of the general formulaR--C.tbd.C--C(O)--C(R).dbd.CH.sub.2 (I)R represents an H atom or an optionally substituted hydrocarbyl group, by reacting a compound R--C.dbd.CH with CO in the presence of a Pd(II) compound, an organic phosphine and a protonic acid having a pK.sub.a below 3.0.Compounds of formula I in which R represents an optionally substituted hydrocarbyl group are novel.
    Type: Grant
    Filed: October 5, 1987
    Date of Patent: February 21, 1989
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 4727195
    Abstract: A process for preparing compounds of the general formula:R--C.tbd.C--C(O)--C(R).dbd.CH.sub.2 (I)R represents an H atom or an optionally substituted hydrocarbyl group, by reacting a compound R--C.tbd.CH with CO in the presence of a Pd(II) compound, an organic phosphine and a protonic acid having a pK.sub.a below 3.0.Compounds of formula I in which R represents an optionally substituted hydrocarbyl group are novel.
    Type: Grant
    Filed: August 22, 1986
    Date of Patent: February 23, 1988
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 4625066
    Abstract: Novel substituted acetylene-ketones of the formulaR.sup.2 --C.tbd.C--CO--R.sup.1 (I)in whichR.sup.1 represents optionally substituted cycloalkyl with 4 to 7 carbon atoms or the groupings ##STR1## or represents optionally substituted aryl, if R.sup.2 represents optionally substituted cycloalkenyl or optionally substituted cycloalkylalkyl;R.sup.2 represents alkyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted cycloalkylalkyl, optionally substituted aryl or optionally substituted aralkyl;R.sup.3 represents halogen;R.sup.4 represents hydrogen or halogen;R.sup.5 represents alkyl with more than 1 carbon atom, alkenyl, alkinyl or the CHO group or a derivative thereof, or represents methyl, if R.sup.2 represents optionally substituted cycloalkenyl or optionally substituted cycloalkylalkyl;R.sup.6 represents cyano, optionally substituted aryl or the groupings --XR.sup.7 or --CONR.sup.8 R.sup.9 ;R.sup.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: November 25, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans-Ludwig Elbe
  • Patent number: 4613706
    Abstract: Described is an isomer-directed process for producing asymmetric ketones defined according to the generic structure: ##STR1## wherein one of Z.sub.1 or Z.sub.2 is the moiety: ##STR2## and the other of Z.sub.1 or Z.sub.2 is hydrogen; wherein R.sub.11 and R.sub.21 represent hydrogen or the same or different alkyl or alkenyl with the proviso that R.sub.11 and R.sub.21 are not both hydrogen or wherein R.sub.11 and R.sub.21 taken together:(i) complete a cycloalkyl, cycloalkenyl, bicycloalkyl, mono or polyalkyl cycloalkyl or mono or polyalkyl cycloalkenyl ring, or(ii) represent alkylidene, cycloalkenyl alkylidene, aralkylidene, mono or polyalkyl cycloalkenyl alkylidene or mono or polyalkyl aralkylidene;and wherein R.sub.6, R.sub.7 and R.sub.
    Type: Grant
    Filed: August 13, 1985
    Date of Patent: September 23, 1986
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Robert P. Belko, William L. Schreiber, Michael Licciardello
  • Patent number: 4564477
    Abstract: There are provided polyprenyl compounds of the formula ##STR1## wherein ##STR2## represent a trans-isoprene unit and a cis-isoprene unit, respectively, n is an integer of 11-19, Z.sup.1 and Z.sup.2 combinedly represent .dbd.O, .dbd.CH--COOH,.dbd.CH--COOR.sup.1, .dbd.CH--CN, .dbd.C(CN)COOR.sup.2, .dbd.CH--CO--NH.sub.2, .dbd.CH--CO--N(R.sup.3) (R.sup.4), .dbd.CH--CO--NHR.sup.5, .dbd.CH--CH.sub.2 --N(R.sup.3) (R.sup.4), .dbd.CH--CH.sub.2 --NHR.sup.5 or .dbd.CH--CHO or Z.sup.1 is a hydrogen atom and Z.sup.2 is --CH.sub.2 COOH, --CH.sub.2 COOR.sup.6, --CH(CN)COOR.sup.2, --CH.sub.2 CN, --CH.sub.2 --CO--NH.sub.2, --CH.dbd.CH--N(R.sup.3) (R.sup.4) or --CH.sub.2 --CH.dbd.N--R.sup.5, R.sup.1, R.sup.2 and R.sup.6 each being a lower alkyl group, R.sup.3 and R.sup.4 each independently being a lower-alkyl, cycloalkyl, aryl or aralkyl group or R.sup.3 and R.sup.4 combinedly representing an alkylene group containing 2-5 carbon atoms, and R.sup.5 being a lower-alkyl, cycloalkyl, aryl or aralkyl group.
    Type: Grant
    Filed: February 17, 1983
    Date of Patent: January 14, 1986
    Assignee: Kuraray Co., Ltd.
    Inventors: Tetsuo Takigawa, Koichi Ibata, Masafumi Okada, Masao Mizuno, Takashi Nishida