Gaseous Hydrogen Reactant Or Group Ia Or Iia Light Metal Containing Material Utilized Patents (Class 568/318)
-
Patent number: 9000192Abstract: The present invention provides a catalyst used for manufacturing an optically active carbonyl compound by selective asymmetric hydrogenation of an ?, ?-unsaturated carbonyl compound, which is insoluble in a reaction mixture, and a method for manufacturing the corresponding optically active carbonyl compound. Particularly, the invention provides a catalyst for obtaining an optically active citronellal useful as a flavor or fragrance, by selective asymmetric hydrogenation of citral, geranial or neral. The invention relates to a catalyst for asymmetric hydrogenation of an ?, ?-unsaturated carbonyl compound, which comprises: a powder of at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table, or a metal-supported substance in which the at least one metal is supported on a support; an optically active cyclic nitrogen-containing compound; and an acid, and also relates to a method for manufacturing an optically active carbonyl compound using the same.Type: GrantFiled: November 29, 2011Date of Patent: April 7, 2015Assignee: Takasago International CorporationInventors: Shinya Yamada, Hironori Maeda, Yoji Hori
-
Patent number: 8563753Abstract: The present invention relates to a catalyst system. In particular the invention relates to a catalyst in the form of metal or an alloy that is encapsulated within a polymer shell or matrix. More specifically the invention is directed towards reactive catalytic metals that may be pyrophoric or otherwise reactive in air and/or susceptible to oxidation. In particular, the invention is concerned with catalysts based on nickel.Type: GrantFiled: February 12, 2010Date of Patent: October 22, 2013Inventors: Thomas Eric Oliver Screen, Mohammed Nisar
-
Publication number: 20130225822Abstract: The present invention relates to a chiral spiro-pyridylamidophosphine ligand compound, synthesis method therefor and application thereof. The chiral spiro-pyridylamidophosphine compound is a compound having a structure of Formula (I), a racemate or optical isomer thereof, or a catalytically acceptable salt thereof, and is mainly characterized by having a chiral spiro-dihydro-indene skeleton in its structure. The chiral spiro-pyridylamidophosphine compound may be synthesized with optical active 7-diaryl/alkylphosphino-7?-amino-1,1?-spiro-dihydro-indene or substituted 7-diaryl/alkylphosphino-7?-amino-1,1?-spiro-dihydro-indene having a spiro-skeleton as chiral starting material. The chiral spiro-pyridylamidophosphine compound may be used as a chiral ligand in asymmetric hydrogenation of a carbonyl compound catalyzed by iridium, in which the reaction activity is very high, the amount of the catalyst may be 0.0001 mol %, and the enantioselectivity of the reaction is up to 99.9% ee.Type: ApplicationFiled: November 18, 2011Publication date: August 29, 2013Inventors: Qilin Zhou, Jianhua Xie, Xiaoyan Liu, Jianbo Xie, Lixin Wang
-
Publication number: 20130217895Abstract: The present invention provides a catalyst used for manufacturing an optically active carbonyl compound by selective asymmetric hydrogenation of an ?, ?-unsaturated carbonyl compound, which is insoluble in a reaction mixture, and a method for manufacturing the corresponding optically active carbonyl compound. Particularly, the invention provides a catalyst for obtaining an optically active citronellal useful as a flavor or fragrance, by selective asymmetric hydrogenation of citral, geranial or neral. The invention relates to a catalyst for asymmetric hydrogenation of an ?, ?-unsaturated carbonyl compound, which comprises: a powder of at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table, or a metal-supported substance in which the at least one metal is supported on a support; an optically active cyclic nitrogen-containing compound; and an acid, and also relates to a method for manufacturing an optically active carbonyl compound using the same.Type: ApplicationFiled: November 29, 2011Publication date: August 22, 2013Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Shinya Yamada, Hironori Maeda, Yoji Hori
-
Publication number: 20120016139Abstract: The present invention relates to a catalyst system. In particular the invention relates to a catalyst in the form of metal or an alloy that is encapsulated within a polymer shell or matrix. More specifically the invention is directed towards reactive catalytic metals that may be pyrophoric or otherwise reactive in air and/or susceptible to oxidation. In particular, the invention is concerned with catalysts based on nickel. Raney or sponge nickel is highly hazardous: a self-igniting solid; produces hazardous fumes when burning; causes irritation of the respiratory tract, nasal cavities; causes pulmonary fibrosis if inhaled; ingestion may lead to convulsions and intestinal disorders; causes eye and skin irritation; and chronic exposure may lead to pneumonitis and sensitization (“nickel itch”). The invention provides metal catalysts that avoid such problems and have a good shelf life and working life.Type: ApplicationFiled: February 12, 2010Publication date: January 19, 2012Applicant: REAXA LIMITEDInventors: Thomas Eric Oliver Screen, Mohammed Nisar
-
Publication number: 20100274020Abstract: The invention relates to a process for the preparation of cyclopropyl benzyl ketone compounds of formula (II) wherein R1 represents fluorine or chlorine atom or C1-4 alkoxy group, by the reaction of a Grignard reagent, obtained from the reaction of compound of formula (V), wherein X represents chlorine or fluorine atom, with the compound of formula (IV), wherein R2 represents C1-4 alkyl group, having a straight or branched chain. The process can be applied preferably on industrial scale. Compound of formula (II), wherein R represents a fluorine atom in position 2 is an intermediate of the preparation process of prasugrel, which is a platelet inhibitor used in the therapy.Type: ApplicationFiled: November 27, 2008Publication date: October 28, 2010Inventors: Tibor Mezei, Gyula Lukacs, Eniko Molnar, Jozsef Barkoczy, Balazs Volk, Marta Porcs-Makkay, Janos Szulagyi, Maria Vajjon
-
Patent number: 6881865Abstract: Disclosed is a synthesis method of cyclohexyl phenyl ketone with a high selectivity and a high yield from 1,3-butadiene and acrylic acid in the presence or absence of benzene or a non-aromatic organic solvent in the same reaction without a step of separating or purifying intermediates, the synthesis method including sequentially carrying out a [2+4] Diels-Alder reaction, a hydrogenation reaction, a chlorination reaction and a Friedel-Crafts reaction in the presence/absence of benzene or a non-aromatic organic solvent without separation of intermediates.Type: GrantFiled: July 28, 2003Date of Patent: April 19, 2005Assignee: Korea Kumho Petrochemical Co., Ltd.Inventors: Young J. Joo, Jin Eok Kim, Jeong Im Won, Tae Yi Kang
-
Patent number: 6639112Abstract: The invention concerns a method for preparing ketones of formula (I) wherein A and B are as defined in claim 1, consisting of reacting at a temperature ranging between 250 and 500° C. a compound of formula (II): A—X with a compound of formula (III): B—Y, wherein A, B, X and Y are as defined in claim 1, in a coolant solvent having a boiling point higher than 250 ° C.Type: GrantFiled: April 12, 2002Date of Patent: October 28, 2003Assignee: Rhodia ChimieInventor: Michel Alas
-
Patent number: 6610889Abstract: Methods and compositions are provided for the direct catalytic asymmetric aldol reaction of aldehydes with donor molecules selected from ketones and nitroalkyl compounds. The reactions employ as catalyst a Group 2A or Group 2B metal complex of a ligand of formula I, as defined further herein.Type: GrantFiled: October 31, 2001Date of Patent: August 26, 2003Assignee: The Board of Trustees of the Leland Stanford Junior UniversityInventors: Barry M. Trost, Hisanaka Ito
-
Patent number: 6441242Abstract: Benzylacetone can be prepared by hydrogenating benzylideneacetone in the presence of a palladium catalyst on activated carbon and/or a palladium catalyst on aluminum oxide.Type: GrantFiled: September 5, 2001Date of Patent: August 27, 2002Assignee: Haarmann & Reimer GmbHInventors: Walter Kuhn, Hans-Ulrich Funk, Gerhard Senft
-
Publication number: 20020055656Abstract: Benzylacetone can be prepared by hydrogenating benzylideneacetone in the presence of a palladium catalyst on activated carbon and/or a palladium catalyst on aluminum oxide.Type: ApplicationFiled: September 5, 2001Publication date: May 9, 2002Inventors: Walter Kuhn, Hans-Ulrich Funk, Gerhard Senft
-
Patent number: 6384284Abstract: A description is given of diphenyl compounds of formula wherein R is a camphor or hydantoin derivative; and R1 is hydrogen; or C1-C5alkyl. These compounds are suitable as light stabilizers in cosmetic, pharmaceutical and veterinary formulations.Type: GrantFiled: March 29, 2001Date of Patent: May 7, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Rudolf Zink, Dieter Reinehr, Helmut Luther, Bernd Herzog
-
Patent number: 6248928Abstract: A method of manufacturing a strontium &bgr;-diketonate precursor suitable for MOCVD techniques comprises the step of reacting strontium with a sterically hindered alcohol to produce strontium alkoxide, subsequently reacting the strontium alkoxide with a &bgr;-diketone to form a strontium &bgr;-diketonate alcohol adduct and removing the alcohol from the adduct.Type: GrantFiled: July 21, 2000Date of Patent: June 19, 2001Assignee: Inorgtech LimitedInventor: Anthony Copeland Jones
-
Patent number: 6093844Abstract: Proposed is a method of producing alkaline-earth salts of aliphatic .beta.-keto compounds by reacting alkaline-earth hydroxides with aliphatic .beta.-ketoesters and/or .beta.-diketones in the absence of solvent to give the corresponding alkaline-earth salts. The .beta.-keto compound is added in portions to the powdered alkaline-earth hydroxide and the reaction mixture subsequently dried. Good yields are obtained of a fine-grained, light colored product.Type: GrantFiled: September 15, 1998Date of Patent: July 25, 2000Assignee: Henkel Kommanditgesellschaft auf Aktien (KGaA)Inventors: Gerhard Wollmann, Joerg-Dieter Klamann, Guido Sonnen
-
Patent number: 5639917Abstract: There is described a continuous process for preparing 1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one from 1-(4-chlorophenyl)-4,4-dimethyl-pent-1-en-3-one, wherein the 1-(4-chlorophenyl)-4,4-dimethyl-pent-1-en-3-one is hydrogenated in the liquid phase in alcoholic solution with hydrogen at a pressure of from 50 to 400 bar and a reaction temperature of from 80.degree. to 160.degree. C. over support-free shaped bodies of pressed powders of the elements of the iron subgroup of transition group VIII of the Periodic Table or their alloys or mixtures with one another or their alloys or mixtures with elements of transition group VI, which shaped bodies are arranged in a fixed bed, to give 1-(4-chlorophenyl)-4,4-dimethyl-pentan-3-one. The shaped bodies have a compressive strength of from 20 to 250N and an internal surface area of from 10 to 80 m.sup.2 /g.Type: GrantFiled: February 15, 1996Date of Patent: June 17, 1997Assignee: Bayer AktiengesellschaftInventor: Gerhard Darsow
-
Patent number: 5600009Abstract: The palladium-catalyzed coupling of aryl and vinyl halides with vinylic compounds is disclosed. A preferred embodiment relating to the palladium catalyzed coupling of 4-substituted and 6-substituted-2-methoxynaphthalene to form nabumetone is also disclosed. The beauty of this novel reaction is that methylvinylketone, normally employed by the art directly as-is for the preparation of nabumetone, is formed in situ. We have discovered a mechanism to take advantage of the in situ formation of methylvinylketone, thus avoiding the use of expensive, toxic, and unstable methyl vinyl ketone feed. This reaction may be employed for a variety of pharmaceutically active and non-pharmaceutical compounds.Type: GrantFiled: April 9, 1996Date of Patent: February 4, 1997Assignee: Hoechst Celanese CorporationInventors: John F. Fritch, Mohammad Aslam, Dora E. Rios, Joel C. Smith
-
Patent number: 5349107Abstract: Disclosed herein is a process for producing a .gamma.-hydroxyketone (2), which comprises asymmetrically hydrogenating a .gamma.-diketone (1) in the presence of a ruthenium-optically active phosphine complex as a catalyst ##STR1## wherein R.sup.1 and R.sup.2 mean individually an alkyl or phenyl group which may have a substituent group. According to the invention, optically active .gamma.-hydroxyketones useful in synthesizing optically active moiety in, biodegradable polymers, perfumes, intermediates for synthesizing medicines and the like can be efficiently prepared.Type: GrantFiled: October 1, 1993Date of Patent: September 20, 1994Assignee: Takasago International CorporationInventors: Seiji Watanabe, Shigeru Mitsuhashi, Hidenori Kumobayashi
-
Patent number: 5225603Abstract: An intermediate for the manufacture of nabumetone, 4-(6'-methoxy-2'-naphthyl)-3-buten-2-one, is prepared by contacting 2-bromo-6-methoxynaphphalene with methyl vinyl ketone in the presence of a palladium catalyst at from about 50.degree. C. to about 200.degree. C. for a time sufficient to cause substantially complete reaction to occur.Type: GrantFiled: June 17, 1988Date of Patent: July 6, 1993Assignee: Hoechst Celanese CorporationInventors: Mohammad Aslam, Varadaraj Elango
-
Patent number: 4973756Abstract: An alpha-hydroxyl-alpha,alpha-di(inert-substituted)-gamma',delta'-yne ketone can be prepared by a procedure comprising contacting an acetylenic Grignard reagent with an alpha-hydroxyl-alpha,alpha-di(inert substituted)-alpha',beta'-ene ketone, and the alpha-hydroxyl-alpha,alpha-di(inert-substituted)-alpha',beta'-ene ketone can be prepared by a procedure comprising steps of contacting, first, an alkoxy allene with a lithium donating organic agent, second, product of the first step with a di(inert-substituted)ketone, and third, product of the second step with an acidic substance.Type: GrantFiled: August 21, 1989Date of Patent: November 27, 1990Assignee: Marion Laboratories, Inc.Inventors: Hans Wynberg, Wolter T. Hoeve, Gerrit A. Barf, Johannes N. Koek, David R. Borcherding
-
Patent number: 4940819Abstract: The catalytic hydrogenation of .alpha.,.beta.-unsaturated ketones of the formulaR.sup.1 --CH.dbd.CH--CO--R.sup.2,in whichR.sup.1 and R.sup.2 independently of one another represent straight-chain or branched alkyl, hydroxy-alkyl, alkenyl, cycloalkyl, cycloalkenyl, aralkyl or aryl, where at least one of the radicals R.sup.1 and R.sup.2 is monosubstituted to trisubstituted by halogen,can be carried out on a Ni-containing catalyst and in the presence of an organic sulphur compound of the formulaR.sup.3 --S(.dbd.O).sub.n --R.sup.4in whichR.sup.3 and R.sup.4 independently of one another denote straight-chain or branched alkyl, hydroxy-alkyl, carboxyalkyl or phenyl, and furthermoreR.sup.3 and R.sup.4 may together represent --CH.dbd.CH--CH.dbd.CH--, --(CH.sub.2).sub.4 --, --(CH.sub.2).sub.5 --, --(CH.sub.2).sub.2 --S--(CH.sub.2).sub.2 -- or --(CH.sub.2).sub.2 --O--(CH.sub.2).sub.2 --,R.sup.4 may additionally denote hydrogen or CO--C.sub.1 -C.sub.12 -alkyl and n assumes the value 0 or 1.Type: GrantFiled: July 5, 1989Date of Patent: July 10, 1990Assignee: Bayer AktiengesellschaftInventors: Wolfgang Kiel, Heinz Ziemann
-
Patent number: 4590296Abstract: Beta-acids are separated from alpha-acids in a hop extract without using organic solvents by bubbling CO.sub.2 through an aqueous hop extract having a pH of about 9.6 to about 13 to lower the pH to about 8.5 to about 9.5 to precipitate the beta-acids and leave the alpha-acids in the extract.Type: GrantFiled: January 25, 1984Date of Patent: May 20, 1986Assignee: Miller Brewing CompanyInventors: John M. Cowles, Henry Goldstein, Etzer Chicoye, Patrick L. Ting
-
Patent number: 4567004Abstract: Monomethyl-substituted methylene compounds are obtained by reacting methylene compounds of the formula ##STR1## in which R.sup.1 and R.sup.2 independently of one another represent --CN, --CO--R.sup.3, --SO.sub.2 --R.sup.3 or --NO.sub.2 andR.sup.1 can additionally denote -aryl(R.sup.1).sub.n,whereinR.sup.3 denotes --OH, alkyl, aralkyl, aryl, alkoxy, aralkoxy or aryloxy, or amino which is substituted by alkyl and/or aralkyl and/or aryl, and furthermoretwo radicals R.sup.3 together can be an alkylene group, the radical of an aliphatic diol or of an aliphatic diamine or the group --NH--CO--NH-- and n represents 1, 2 or 3,with formaldehyde and with hydrogen in the presence of a condensation catalyst and a hydrogenation catalyst at elevated temperature, the methylene compound being introduced into the liquid phase of the mixture of reactants in the course of the reaction.Type: GrantFiled: July 18, 1984Date of Patent: January 28, 1986Assignee: Bayer AktiengesellschaftInventors: Heinz U. Blank, Erich Wolters
-
Patent number: 4398044Abstract: Acetyl-tertiary-alkanes are prepared by hydrolytic decarboxylation of tertiary-alkanoylacetonitriles with hydrochloric acid.Type: GrantFiled: April 8, 1982Date of Patent: August 9, 1983Assignee: Eli Lilly and CompanyInventor: Riaz F. Abdulla
-
Patent number: 4298542Abstract: Described is a process for producing the arylalkanone, 2-methyl-2-phenyl-4-hexanone having the structure: ##STR1## Comprising the step of reacting the Grignard reagent having the structure: ##STR2## with manganese chloride to form the compound having the structure: ##STR3## and then reacting that compound with propionyl chloride having the structure: ##STR4##Type: GrantFiled: September 18, 1980Date of Patent: November 3, 1981Assignee: International Flavors & Fragrances Inc.Inventor: Takao Yoshida
-
Patent number: 4273944Abstract: A novel method for the selective preparation of the cis isomer of a disubstituted ethylenically unsaturated compound is proposed in which a disubstituted acetylenically unsaturated compound is partially hydrogenated in the presence of, in place of a conventional Lindlar catalyst or a combination of a Lindlar catalyst with an amine, a palladium catalyst borne on an alumina carrier in combination with water and a hydroxide or a basic salt of an alkali metal or an alkaline earth metal. The inventive method is advantageous over conventional methods by the unnecessity of the use of an amine compound which is definitely undesirable when the product is directed to the application in perfumery and by the easiness in handling of the catalyst which can be easily separated from the reaction mixture after completion of the reaction.Type: GrantFiled: October 30, 1979Date of Patent: June 16, 1981Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Shigeru Ohno, Haruya Tezuka, Toshinobu Ishihara
-
Patent number: 4260829Abstract: Carbonyl compounds R.sup.1 --CHR.sup.2 --CHR.sup.3 --CR.sup.4 O (I, R.sup.1 =H or an organic radical; R.sup.2 -R.sup.4 =H or C.sub.1 -C.sub.4 -alkyl) are prepared by selective hydrogenation of the .alpha.,.beta.-unsaturated carbonyl compounds R.sup.1 --CR.sup.2 =CR.sup.3 --CR.sup.4 O (II) in the liquid phase by means of hydrogen in the presence of a palladium catalyst and of from 15 to 50% by weight, based on (II), of a tertiary amine.Type: GrantFiled: August 17, 1979Date of Patent: April 7, 1981Assignee: BASF AktiengesellschaftInventors: Michael Horner, Axel Nissen, Peter R. Laurer, Matthias Irgang, Heinrich Pasedach
-
Patent number: 4221741Abstract: This invention provides a process for the preparation of 4-(6'-methoxy-2'naphthyl)-butan-2-one, which process comprises the hydrogenation of 4-(6' methoxy-2'-naphthyl)-4-hydroxy-but-3-en-2-one.Type: GrantFiled: January 19, 1979Date of Patent: September 9, 1980Assignee: Beecham Group LimitedInventor: Laramie M. Gaster