Carbon To Carbon Unsaturation Containing Patents (Class 568/417)
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Patent number: 10954174Abstract: 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: GrantFiled: May 12, 2020Date of Patent: March 23, 2021Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Yuki Miyake, Takeshi Kinsho, Yusuke Nagae
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Patent number: 9403765Abstract: Compositions of and methods for using synthetic retinal derivatives as retinoid replacements and opsin agonists are provided.Type: GrantFiled: September 14, 2012Date of Patent: August 2, 2016Assignee: University of WashingtonInventors: Krzysztof Palczewski, Matthew Batten
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Publication number: 20150133431Abstract: This invention relates to geranylgeranyl acetone (GGA) derivatives, pharmaceutical compositions comprising GGA derivatives and the use of GGA derivatives.Type: ApplicationFiled: July 10, 2014Publication date: May 14, 2015Applicant: COYOTE PHARMACEUTICALS, INC.Inventor: Gary C. Look
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Publication number: 20150111811Abstract: Branched optionally unsaturated ketones particularly useful in providing typical and characteristic orris facets to perfume compositions.Type: ApplicationFiled: March 15, 2013Publication date: April 23, 2015Inventor: Philip Kraft
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Publication number: 20150093354Abstract: 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: ApplicationFiled: December 8, 2014Publication date: April 2, 2015Applicant: Board of Regents of the Nevada System of Higher Education, on Behalf of the University of NevadaInventors: Claus Tittiger, Rubi Figueroa-Teran, Gary J. Blomquist
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Publication number: 20150057207Abstract: The present invention relates to novel compounds and their use as fragrance materials.Type: ApplicationFiled: August 22, 2014Publication date: February 26, 2015Inventors: Benjamin Amorelli, Edward Mark Arruda, Robert P. Belko, Tingwei Cai, Adam P. Closson, Nicole L. Giffin, Gary J. Mertz, Michael G. Monteleone
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Publication number: 20150025077Abstract: 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: ApplicationFiled: February 27, 2013Publication date: January 22, 2015Applicant: COYOTE PHARMACEUTICALS, INC.Inventors: Hiroaki Serizawa, Ankush B. Argade, Akash Datwani, Natalie Spencer, Yonghua Pan, Florian Ermini
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Publication number: 20140045948Abstract: 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: ApplicationFiled: October 17, 2013Publication date: February 13, 2014Applicant: ROHTO PHARMACEUTICAL CO., LTD.Inventors: Takayuki MIYANO, Takahiro KUROSE
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Publication number: 20130296323Abstract: 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: ApplicationFiled: February 27, 2013Publication date: November 7, 2013Applicant: COYOTE PHARMACEUTICALS, INC.Inventors: Hiroaki Serizawa, Ankush B. Argade, Akash Datwani, Natalie Spencer, Yonghua Pan, Florian Ermini
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Patent number: 8481789Abstract: 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: GrantFiled: June 3, 2009Date of Patent: July 9, 2013Inventors: Jean Mane, Joseph Zucca
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Publication number: 20130096209Abstract: 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: ApplicationFiled: April 15, 2011Publication date: April 18, 2013Applicants: Kraft Foods Global Brands LLC, Chromocell CorporationInventors: David Hayashi, William P. Jones, Jane V. Leland, Peter H. Brown, Joseph Gunnet, Daniel Lavery, Louise Slade, Kambiz Shekdar, Jessica Langer
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Publication number: 20130085283Abstract: Provided herein are geranylgeranylacetone derivatives and methods of using them.Type: ApplicationFiled: March 1, 2012Publication date: April 4, 2013Inventors: Hiroaki Serizawa, Ankush B. Argade, Akash Datwani, Natalie Spencer
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Publication number: 20130045318Abstract: 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: ApplicationFiled: April 8, 2011Publication date: February 21, 2013Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Akihiko Watanabe, Azusa Nakatoh, Takeshi Oikawa
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Publication number: 20120329696Abstract: 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: ApplicationFiled: May 24, 2012Publication date: December 27, 2012Inventors: Hugo Robert Germain Denutte, Johan Smets, An Pintens, Jeanne Alfons Van Aken, Freek Annie Camiel Vrielynck
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Publication number: 20120201778Abstract: 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: ApplicationFiled: June 17, 2010Publication date: August 9, 2012Inventors: André Casazza, Raymond Kerverdo, Lydia Ziegler, Hugues Brevard
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Patent number: 8217203Abstract: 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: GrantFiled: July 22, 2008Date of Patent: July 10, 2012Assignee: DSM IP Assets B.V.Inventors: Werner Bonrath, Rolf Kuenzi
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Publication number: 20120172453Abstract: 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: ApplicationFiled: August 31, 2011Publication date: July 5, 2012Inventors: Ben A. Barres, Naoki Nakayama, Hiroaki Serizawa, Ankush B. Argade
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Patent number: 8211989Abstract: 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: GrantFiled: June 30, 2006Date of Patent: July 3, 2012Assignees: Monash University, Duluxgroup (Austrailia) Pty. LtdInventors: Christopher Henry Such, Jim Patel, William Roy Jackson, Andrea Jane Robinson, Algirdas Kazimleras Serelis
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Publication number: 20120107265Abstract: 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: ApplicationFiled: November 17, 2009Publication date: May 3, 2012Inventors: Claus Tittiger, Rubi Figueroa-Teran, Gary J. Blomquist
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Publication number: 20110308555Abstract: 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: ApplicationFiled: June 22, 2011Publication date: December 22, 2011Inventors: Johan SMETS, Hugo Robert Germain Denutte, An Pintens, Koen Van Aken, Freek Annie Camiel Vrielynck
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Publication number: 20110311583Abstract: (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: ApplicationFiled: November 10, 2009Publication date: December 22, 2011Applicant: ALNYLAM PHARMACEUTICALS, INC.Inventors: Muthiah Manoharan, kallanthottathil G. Rajeev, Muthusamy Jayaraman, David Butler, Jayaprakash K. Narayanannair, Martin Maier, Laxman Eltepu
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Publication number: 20110077431Abstract: 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: ApplicationFiled: June 3, 2009Publication date: March 31, 2011Inventors: Jean Mane, Joseph Zucca
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Publication number: 20100286283Abstract: 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: ApplicationFiled: May 1, 2009Publication date: November 11, 2010Inventors: Kazuhiro Ishiguro, Hidemi Goto, Takafumi Ando
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Patent number: 7799954Abstract: Derivatives of dicarbonyl compounds having antitumor and antibiotic activity which can be used as anticancer agents.Type: GrantFiled: November 14, 2007Date of Patent: September 21, 2010Assignee: Abraxis BioScience, LLCInventors: Chunlin Tao, Qinwei Wang, Vuong Trieu, Neil Desai, Patrick Soon-Shiong
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Patent number: 7795474Abstract: 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: GrantFiled: April 3, 2008Date of Patent: September 14, 2010Assignee: T. Hasegawa Co., Ltd.Inventors: Akira Nakanishi, Yasutaka Ohkubo, Naomi Tomita, Norio Miyazawa, Tomoko Maeda
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Publication number: 20100204520Abstract: 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: ApplicationFiled: July 22, 2008Publication date: August 12, 2010Applicant: DSM IP ASSETSInventors: Werner Bonrath, Rolf Kuenzi
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Publication number: 20100191019Abstract: The invention refers to conjugated secondary alkatrienol derivatives, a method of their production and to flavour and perfume compositions comprising them.Type: ApplicationFiled: July 15, 2008Publication date: July 29, 2010Inventors: Thierry Granier, Boris Schilling
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Publication number: 20100137648Abstract: 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: ApplicationFiled: April 3, 2008Publication date: June 3, 2010Inventors: Akira Nakanishi, Yasutaka Ohkubo, Naomi Tomita, Norio Miyazawa, Tomoko Maeda
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Patent number: 7566808Abstract: 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: GrantFiled: August 8, 2005Date of Patent: July 28, 2009Assignee: President and Fellows of Harvard CollegeInventor: Robert R. Rando
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Publication number: 20090186976Abstract: 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: ApplicationFiled: June 30, 2006Publication date: July 23, 2009Inventors: Christopher Henry Such, Jim Patel, William Roy Jackson, Andrea Jane Robinson, Algirdas Kazimieras Serelis
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Publication number: 20090099384Abstract: 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: ApplicationFiled: April 18, 2007Publication date: April 16, 2009Inventors: Shuji Nagano, Satoshi Hasaka, Minoru Inoue, Toshinori Shibata
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Publication number: 20080300428Abstract: Use of ?,?-unsaturated carbonyl compounds as quench reagents for the Birch reduction.Type: ApplicationFiled: May 30, 2008Publication date: December 4, 2008Inventors: Ingo ORTMANN, Claus Christian Haeselhoff
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Publication number: 20080269324Abstract: 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: ApplicationFiled: August 7, 2006Publication date: October 30, 2008Inventor: Robert R. Rando
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Patent number: 7214831Abstract: 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: GrantFiled: May 21, 2003Date of Patent: May 8, 2007Assignee: Errant Gene Therapeutics, LLCInventors: Hsuan-Yin Lan-Hargest, Robert J. Kaufman
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Patent number: 6753449Abstract: 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: GrantFiled: October 9, 2001Date of Patent: June 22, 2004Assignee: ArQule, Inc.Inventor: MaoJun Guo
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Patent number: 6310259Abstract: 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: GrantFiled: March 23, 2000Date of Patent: October 30, 2001Assignee: Degussa AGInventors: Wilhelm Keim, Armin Kraus, Rainer Hahn, Klaus Huthmacher
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Patent number: 6252106Abstract: 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: GrantFiled: November 18, 1992Date of Patent: June 26, 2001Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Akira Yamamoto, Toyohisa Sakurada, Ryuichi Saguchi
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Patent number: 5856537Abstract: 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: GrantFiled: June 26, 1996Date of Patent: January 5, 1999Assignee: The Scripps Research InstituteInventors: Richard A. Lerner, Chi-Huey Wong, Dale L. Boger, Steven J. Henriksen
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Patent number: 5654487Abstract: 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: GrantFiled: June 6, 1995Date of Patent: August 5, 1997Assignee: BP Chemicals LimitedInventors: Neil Andrew Cooley, Adrian Peter Kirk
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Patent number: 5625069Abstract: 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: GrantFiled: July 22, 1996Date of Patent: April 29, 1997Assignee: Development Center for BiotechnologyInventors: Shan-Yen Chou, Tsai-Mien Huang, Shyh-Fong Chen, Hao Ku
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Patent number: 5527968Abstract: 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: GrantFiled: August 2, 1995Date of Patent: June 18, 1996Assignees: Nipon Paint Co., Ltd., Daicel Chemical Industries, Ltd.Inventors: Shinji Nakano, Takao Morimoto, Shin-ya Yamada, Takaaki Fujiwa, Hideki Matsui, Takeharu Tabuchi
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Patent number: 5300654Abstract: .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: GrantFiled: July 15, 1991Date of Patent: April 5, 1994Assignee: Nippon Soda Co., Ltd.Inventors: Masashi Nakajima, Tadashi Kyotani, Mikio Sawaki
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Patent number: 5221797Abstract: 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: GrantFiled: April 17, 1992Date of Patent: June 22, 1993Assignee: Rhone-Poulenc Nutrition AnimaleInventors: Pierre Chabardes, Noel Crenne
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Patent number: 5073659Abstract: 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: GrantFiled: August 10, 1990Date of Patent: December 17, 1991Assignee: Eisai Co., Ltd.Inventors: Kichisaburo Hamamura, Yutaka Ohnuki, Yukio Narabe, Yoshihiro Hisatake, Takashi Banba, Shizumasa Kijima
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Patent number: 5017718Abstract: 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: GrantFiled: January 26, 1984Date of Patent: May 21, 1991Assignee: Sagami Chemical Research CenterInventors: Iwao Ojima, Takamasa Fuchikami
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Patent number: 4806693Abstract: 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: GrantFiled: October 5, 1987Date of Patent: February 21, 1989Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 4727195Abstract: 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: GrantFiled: August 22, 1986Date of Patent: February 23, 1988Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 4625066Abstract: 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: GrantFiled: November 29, 1984Date of Patent: November 25, 1986Assignee: Bayer AktiengesellschaftInventor: Hans-Ludwig Elbe
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Patent number: 4613706Abstract: 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: GrantFiled: August 13, 1985Date of Patent: September 23, 1986Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Robert P. Belko, William L. Schreiber, Michael Licciardello
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Patent number: 4564477Abstract: 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: GrantFiled: February 17, 1983Date of Patent: January 14, 1986Assignee: Kuraray Co., Ltd.Inventors: Tetsuo Takigawa, Koichi Ibata, Masafumi Okada, Masao Mizuno, Takashi Nishida