Preparing By Reduction (e.g., By Hydrogenation, Etc.) Patents (Class 568/814)
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Patent number: 10894754Abstract: Processes and systems for stabilization and subsequent hydrogenation of an immiscible olefin are described. In certain embodiments, the hydrogenation is conducted in a fixed bed reactor in presence of a hydrogenation catalyst.Type: GrantFiled: December 20, 2018Date of Patent: January 19, 2021Assignee: AMYRIS, INC.Inventors: Nicholas L. Ohler, Roberto Vazquez
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Patent number: 10570072Abstract: A chemoselective process for producing alcohols from ?,?-unsaturated aldehydes and ketones is described.Type: GrantFiled: June 12, 2017Date of Patent: February 25, 2020Assignee: GIVAUDAN SAInventors: Roger Wilhelm Geisser, Nathalie Joset
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Patent number: 9862670Abstract: Bicomponent catalysts and methods for making bio-based acrylic acid, acrylic acid derivatives, or mixtures thereof from lactic acid, lactic acid derivatives, or mixtures thereof are provided.Type: GrantFiled: March 11, 2016Date of Patent: January 9, 2018Assignee: The Procter & Gamble CompanyInventors: Dimitris Ioannis Collias, Jeffrey Charles Hayes, William David Laidig
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Patent number: 9545617Abstract: A catalyst is provided. The catalyst includes a carrier and a metal Pd. The carrier is represented by a formula: MxAl(1?x)O(3?x)/2, where M is an alkaline earth metal, and x is between 0.09 and 0.24. The metal Pd is loaded on the carrier. A method for manufacturing the catalyst and a method for manufacturing a hydrogenated bisphenol A or derivatives thereof using the catalyst are also provided.Type: GrantFiled: December 9, 2015Date of Patent: January 17, 2017Assignee: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTEInventors: Kuo-Ching Wu, Chiou-Hwang Lee
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Patent number: 9255324Abstract: The present disclosure is related to an aluminum-containing precursor composition, especially a precursor composition which is vaporized to be used for vapor phase deposition processes such as chemical vapor deposition (CVD) or atomic layer deposition (ALD).Type: GrantFiled: August 14, 2013Date of Patent: February 9, 2016Assignee: UP CHEMICAL CO., LTD.Inventors: Wonyong Koh, Won Seok Han, Myeong-Ho Park
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Patent number: 9222056Abstract: A method of refining a natural oil includes: (a) providing a feedstock that includes a natural oil; (b) reacting the feedstock in the presence of a metathesis catalyst to form a metathesized product that includes olefins and esters; (c) passivating residual metathesis catalyst with an agent selected from the group consisting of (i) a salt and/or an ester of a phosphorous oxo acid, (ii) a derivative of the phosphorous oxo acid in which at least one P—H bond has been replaced by a P—C bond, (iii) a salt and/or an ester of the derivative, and (iv) combinations thereof; (d) separating the olefins in the metathesized product from the esters in the metathesized product; and (e) transesterifying the esters in the presence of an alcohol to form a transesterified product and/or hydrogenating the olefins to form a fully or partially saturated hydrogenated product.Type: GrantFiled: December 22, 2011Date of Patent: December 29, 2015Assignee: Elevance Renewable Sciences, Inc.Inventors: Bruce E. Firth, Sharon E. Kirk
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Patent number: 9175231Abstract: A method of refining a natural oil includes: (a) providing a feedstock that includes a natural oil; (b) reacting the feedstock in the presence of a metathesis catalyst to form a metathesized product that includes olefins and esters; (c) passivating residual metathesis catalyst with an agent selected from the group consisting of phosphorous acid, phosphinic acid, and a combination thereof; (d) separating the olefins in the metathesized product from the esters in the metathesized product; and (e) transesterifying the esters in the presence of an alcohol to form a transesterified product and/or hydrogenating the olefins to form a fully or partially saturated hydrogenated product. Methods for suppressing isomerization of olefin metathesis products produced in a metathesis reaction, and methods of producing fuel compositions are described.Type: GrantFiled: December 22, 2011Date of Patent: November 3, 2015Assignee: Elevance Renewable Sciences, Inc.Inventors: Bruce E. Firth, Sharon E. Kirk, Vasudeo S. Gavaskar
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Patent number: 9169447Abstract: A method of refining a natural oil includes: (a) providing a feedstock that includes a natural oil; (b) reacting the feedstock in the presence of a metathesis catalyst to form a metathesized product that includes olefins and esters; (c) passivating residual metathesis catalyst with an agent that comprises nitric acid; (d) separating the olefins in the metathesized product from the esters in the metathesized product; and (e) transesterifying the esters in the presence of an alcohol to form a transesterified product and/or hydrogenating the olefins to form a fully or partially saturated hydrogenated product. Methods for suppressing isomerization of olefin metathesis products produced in a metathesis reaction, and methods of producing fuel compositions are described.Type: GrantFiled: December 22, 2011Date of Patent: October 27, 2015Assignee: Elevance Renewable Sciences, Inc.Inventors: Bruce E. Firth, Sharon E. Kirk
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Patent number: 9090533Abstract: The present invention relates to the field of perfumery. More particularly, it concerns a process for the preparation of 2-methyl-4-phenyl-2-butanol, or even 4-cyclohexyl-2-methyl-2-butanol from 4,4-dimethyl-2,6-diphenyl-1,3-dioxane.Type: GrantFiled: June 24, 2013Date of Patent: July 28, 2015Assignee: Firmenich SAInventors: Koenraad P. Vanhessche, Jean-Paul Leresche
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Patent number: 9040755Abstract: A process for preparation of 2-phenyl ethanol by catalytic hydrogenation of styrene oxide using a catalyst consisting of Pd (II) on basic inorganic support is investigated. The present invention comprises development of new Pd based catalysts. The present method yields 2-phenyl ethanol in 98% selectivity at total conversion of styrene oxide. The present process represents an environment friendly alternative to conventionally used methods in industry and eliminates the reduction step for catalyst preparation. In the present invention the active catalyst is generated in situ during the hydrogenation of styrene oxide. In addition, Pd (II) supported catalysts do not catch fire (non pyrophoric), can be stored under ambient conditions and produce very less or no dust which makes said catalysts suitable for industrial application.Type: GrantFiled: December 14, 2012Date of Patent: May 26, 2015Assignee: Council of Scientific and Industrial ResearchInventors: Hari Chand Bajaj, Sayed Hasan Razi Abdi, Rukhsana Ilyas Kureshy, Noor-Ul Hasan Khan, Aasif Asharafbhai Dabbawala, Tamal Roy
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Patent number: 8962852Abstract: The invention relates to an asymmetric hydrogenation method for ketone compounds, comprising the step of: under hydrogen atmosphere, in the presence of an in situ catalyst derived from a chiral ligand and a ruthenium salt, adding a ketone compound and a base into a second solvent to carry out an asymmetric hydrogenation for the ketone compound. The invention can obtain a conversion of 100% and a highest asymmetric inducement effect of 99.7% for the ketone compound. The invention has the advantages including simple procedure, high conversion and selectivity, good atom economy and good prospect of industrial application.Type: GrantFiled: April 16, 2012Date of Patent: February 24, 2015Assignee: Nippon Chemical Industries Co., Ltd.Inventors: Wanbin Zhang, Delong Liu, Hui Guo, Yangang Liu
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Publication number: 20150031920Abstract: [Object] The object of this invention is to provide a method for producing an optically active secondary alcohol at a high optical purity by hydrogenating a substrate carbonyl compound at a high efficiency using as a catalyst a ruthenium complex bearing as a ligand certain optically active diphosphine compound and a readily synthesized amine compound.Type: ApplicationFiled: July 25, 2014Publication date: January 29, 2015Inventors: TAKEAKI KATAYAMA, KUNIHIKO TSUTSUMI, KUNIHIKO MURATA, TAKESHI OHKUMA, NORIYOSHI ARAI
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Publication number: 20150005500Abstract: Disclosed are novel ruthenium compounds of formula (Ia) and (Ib): wherein R1 and the moiety are defined herein. Also disclosed is a process for using these novel ruthenium compounds as catalysts for asymmetric hydrogenation and transfer hydrogenation of ketones with high reactivities and excellent selectivities.Type: ApplicationFiled: June 24, 2014Publication date: January 1, 2015Applicant: Boehringer Ingelheim International GmbHInventors: Nizar HADDAD, Heewon LEE, Bo QU, Sonia RODRIGUEZ, Chris Hugh SENANAYAKE
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Publication number: 20140357903Abstract: The present invention relates to a process for hydrogenating a substrate including a carbon-heteroatom double bond, the process including the step of reacting the substrate with hydrogen gas in the presence of a hydrogenation catalyst, wherein the hydrogenation catalyst is a complex of formula (I): R1-10, A and Hal are as defined in the specification. The present invention also provides processes for the preparation of the complex of formula (I) and intermediates thereof.Type: ApplicationFiled: August 13, 2014Publication date: December 4, 2014Applicant: JOHNSON MATTHEY PUBLIC LIMITED COMPANYInventors: Alan DYKE, Damian Mark GRAINGER, Jonathan Alan MEDLOCK, Hans Guenter NEDDEN, Jacques Jean Marie LE PAIH, Stephen James ROSEBLADE, Andreas SEGER, Vilvanathan SIVAKUMAR, Antonio ZANOTTI-GEROSA
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Patent number: 8901323Abstract: Provided is a ruthenium complex that is represented by general formula (1*) and is useful as an asymmetric reduction catalyst. (In the formula, * is an asymmetric carbon atom; R1 is an arenesulfonyl group, and the like; R2 and R3 are a phenyl group, and the like; R10 through R14 are selected from a hydrogen atom, C1-10 alkyl group, and the like, but R10 through R14 are not simultaneously hydrogen atoms; X is a halogen atom and the like; j and k are each either 0 or 1; and j+k is 0 or 2.Type: GrantFiled: May 2, 2012Date of Patent: December 2, 2014Assignee: Takasago International CorporationInventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
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Patent number: 8889920Abstract: The present invention relates to a process for preparing 4-isopropylcyclohexylmethanol (IPCHM) from para-cymene. The process for preparing 4-isopropylcyclohexylmethanol (IPCHM) comprises an electrochemical process for preparing a mixture of 4-isopropylbenzaldehyde dimethyl acetal and 4-(1-alkoxy-1-methylethyl)benzaldehyde dimethyl acetal, and intermediates passed through in the process, a hydrolysis step to form the corresponding benzaldehydes and a hydrogenation of this mixture to form 4-isopropylcyclohexylmethanol (IPCHM).Type: GrantFiled: February 11, 2011Date of Patent: November 18, 2014Assignee: BASF SEInventors: Florian Stecker, Ulrich Griesbach, Martin Bock, Lucia Königsmann
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Publication number: 20140330047Abstract: A process for preparation of 2-phenyl ethanol by catalytic hydrogenation of styrene oxide using a catalyst consisting of Pd (II) on basic inorganic support is investigated. The present invention comprises development of new Pd based catalysts. The present method yields 2-phenyl ethanol in 98% selectivity at total conversion of styrene oxide. The present process represents an environment friendly alternative to conventionally used methods in industry and eliminates the reduction step for catalyst preparation. In the present invention the active catalyst is generated in situ during the hydrogenation of styrene oxide. In addition, Pd (II) supported catalysts do not catch fire (non pyrophoric), can be stored under ambient conditions and produce very less or no dust which makes said catalysts suitable for industrial application.Type: ApplicationFiled: December 14, 2012Publication date: November 6, 2014Inventors: Hari Chand Bajaj, Sayed Hasan Razi Abdi, Rukhsana Ilyas Kureshy, Noor-UI Hasan Khan, Aasif Asharafbhai Dabbawala, Tamal Roy
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Patent number: 8859815Abstract: A diamine of formula (I) is described in which A is hydrogen or a saturated or unsaturated C1-C20 alkyl group or an aryl group; B is a substituted or unsubstituted C1-C20 alkyl, cycloalkyl, alkaryl, alkaryl or aryl group or an alkylamino group and at least one of X1, X2, Y1, Y2 or Z is a C1-C10 alkyl, cycloalkyl, alkaryl, aralkyl or alkoxy substituting group. The chiral diamine may be used to prepare catalysts suitable for use in transfer hydrogenation reactions.Type: GrantFiled: December 7, 2011Date of Patent: October 14, 2014Assignee: Bial-Portela & C.A., S.A.Inventors: Beatriz Dominguez, Antonio Zanotti-Gerosa, Gabriela Alexandra Grasa, Jonathan Alan Medlock
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Patent number: 8846983Abstract: An object of the present invention is to provide a method for reducing a halogenobenzoic acid ester, in which dehalogenation is inhibited, by using a readily available catalyst. The method comprises reducing an ester with hydrogen gas by using an aromatic hydrocarbon as a solvent in the presence of a ruthenium complex represented by the following general formula (1): RuXY(CO)(L)??(1) where X and Y represent monovalent anionic ligands, and L represents a tridentate aminodiphosphine ligand represented by the following general formula (2): where RZ1 represents an alkyl group having 1 to 4 carbon atoms, each RZ2 represents an alkyl group having 1 to 4 carbon atoms or a halogen atom, any adjacent two RZ2s may form a ring, Hal represents a halogen atom, and n represents 0 to 4.Type: GrantFiled: December 9, 2013Date of Patent: September 30, 2014Assignee: Takasago International CorporationInventors: Kiyoto Hori, Osamu Ogata, Wataru Kuriyama
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Publication number: 20140187809Abstract: The present invention provides a novel ruthenium complex which has an excellent catalytic activity in terms of reactivity for an asymmetric reduction of a carbonyl compound and enantioselectivity, a catalyst using the ruthenium complex, and a method for preparing optically active alcohol compounds using the ruthenium complex. The present invention relates to a ruthenium complex having a ruthenacycle structure, a catalyst for an asymmetric reduction consisting of the ruthenium complex, and a method for preparing optically active alcohol compounds using the ruthenium complex.Type: ApplicationFiled: April 2, 2012Publication date: July 3, 2014Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Kiyoto Hori, Kazuhiko Matsumura
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Publication number: 20140179923Abstract: A new class of ligands derived from benzo[h]quinoline are described and these ligands are used to prepare several novel transition metal complexes. The complexes are preferably of the group VIII transition metals iron, ruthenium or osmium, with the benzo[h]quinoline ligands acting as tridentate ligands. The complexes described are proved to be very active catalysts for the reduction of ketones and aldehydes to alcohols, via hydrogen transfer and hydrogenation reactions. These compounds hence can be usefully employed as catalysts in said reduction reactions.Type: ApplicationFiled: November 19, 2013Publication date: June 26, 2014Applicant: UNIVERSITA' DEGLI STUDI DI UDINEInventors: Pierluigi Rigo, Walter Baratta, Katia Siega, Giorgio Adolfo Chelucci, Maurizio Ballico, Santo Magnolia
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Publication number: 20140179946Abstract: Phosphoranimide-metal catalysts and their role in hydrogenation and hydrosilylation are disclosed. The catalysts comprise first row transition metals such as nickel, cobalt or iron. The catalysts have a metal to anionic phosphoranimide ratio of 1:1. This disclosure presents a process for catalytic hydrogenation and hydrosilylation of a range of unsaturated organic compounds under lower temperature and pressure conditions than conditions associated with industrial hydrogenation and hydrosilylation.Type: ApplicationFiled: December 21, 2012Publication date: June 26, 2014Applicant: GOVERNORS OF THE UNIVERSITY OF ALBERTAInventors: Jeffrey Camacho BUNQUIN, Jeffrey Mark STRYKER
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Patent number: 8716508Abstract: The present disclosure relates to a method for preparing a metal catalyst comprising at least one ligand that is coordinated to the metal through at least one phosphorous (P) atom and at least one nitrogen (N) atom, the method comprising reacting a metal pre-cursor complex with an acid addition salt of an aminophosphine, diaminophosphine, aminodiphosphine or diaminodiphosphine, in the presence of a base.Type: GrantFiled: October 8, 2009Date of Patent: May 6, 2014Assignee: Kanata Chemical Technologies Inc.Inventors: Kamaluddin Abdur-Rashid, Dino Amoroso, Xuanhua Chen, Rongwei Guo, Shuiming Lu, Chi-Wing Tsang
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Publication number: 20140051871Abstract: Provided is a ruthenium complex that is represented by general formula (1*) and is useful as an asymmetric reduction catalyst. (In the formula, * is an asymmetric carbon atom; R1 is an arenesulfonyl group, and the like; R2 and R3 are a phenyl group, and the like; R10 through R14 are selected from a hydrogen atom, C1-10 alkyl group, and the like, but R10 through R14 are not simultaneously hydrogen atoms; X is a halogen atom and the like; j and k are each either 0 or 1; and j+k is 0 or 2.Type: ApplicationFiled: May 2, 2012Publication date: February 20, 2014Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Taichiro Touge, Tomohiko Hakamata, Hideki Nara
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Patent number: 8642813Abstract: The present invention provides methods, reactor systems, and catalysts for converting in a continuous process biomass to less complex oxygenated compounds for use in downstream processes to produce biofuels and chemicals. The invention includes methods of converting the components of biomass, such as hemicellulose, cellulose and lignin, to water-soluble materials, including lignocellulosic derivatives, cellulosic derivatives, hemicellulosic derivatives, carbohydrates, starches, polysaccharides, disaccharides, monosaccharides, sugars, sugar alcohols, alditols, polyols, diols, alcohols, ketones, cyclic ethers, esters, carboxylic acids, aldehydes, and mixtures thereof, using hydrogen and a heterogeneous liquefaction catalyst.Type: GrantFiled: December 29, 2011Date of Patent: February 4, 2014Assignee: Virent, Inc.Inventors: Ming Qiao, Randy D. Cortright, John Kania, Elizabeth Woods
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Publication number: 20130345445Abstract: The present invention relates to a method of reducing a C—O bond to the corresponding C—H bond in a substrate which could be a benzylic alcohol, allylic alcohol, ester, or ether or an ether bond beta to a hydroxyl group or alpha to a carbonyl group.Type: ApplicationFiled: March 8, 2012Publication date: December 26, 2013Applicant: KAT2BIZ ABInventors: Joseph Samec, Anna Lundstedt, Supaporn Sawadjoon
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Patent number: 8614345Abstract: The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes for the reduction of ketones and/or aldehydes into the corresponding alcohol respectively. Said catalysts are ruthenium complexes comprising a tetradentate ligand (L4) coordinating the ruthenium with: —two nitrogen atoms, each in the form of a primary or secondary amine (i.e. a NH2 or NH group) or N-alkyl imine functional groups (i.e. a C?N group), and —two sulfur atoms, each in the form of thioether functional groups.Type: GrantFiled: December 19, 2011Date of Patent: December 24, 2013Assignee: Firmenich SAInventors: Francesco Santoro, Lionel Saudan, Michel Alfred Joseph Saudan, Sylvia Joyeuse Adélaïde Ada Saudan
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Publication number: 20130274487Abstract: The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes for the reduction of ketones and/or aldehydes into the corresponding alcohol respectively. Said catalysts are ruthenium complexes comprising a tetradentate ligand (L4) coordinating the ruthenium with: two nitrogen atoms, each in the form of a primary or secondary amine (i.e. a NH2 or NH group) or N-alkyl imine functional groups (i.e. a C?N group), and two sulfur atoms, each in the form of thioether functional groups.Type: ApplicationFiled: December 19, 2011Publication date: October 17, 2013Applicant: FIRMENICH SAInventors: Sylvia Joyeuse Adélaïde Ada Saudan, Michel Alfred Joseph Saudan
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Patent number: 8524953Abstract: Provided is an alcohol production method comprising the step of reducing an ester or a lactone with hydrogen to produce a corresponding alcohol without addition of a base compound by using, as a catalyst, a ruthenium complex represented by the following general formula (1): RuH(X)(L1)(L2)n??(1) wherein X represents a monovalent anionic ligand, L1 represents a tetradentate ligand having at least one coordinating phosphino group and at least one coordinating amino group or a bidentate aminophosphine ligand having one coordinating phosphino group and one coordinating amino group, and L2 represents a bidentate aminophosphine ligand having one coordinating phosphino group and one coordinating amino group, provided that n is 0 when L1 is the tetradentate ligand, and n is 1 when L1 is the bidentate aminophosphine ligand.Type: GrantFiled: September 12, 2012Date of Patent: September 3, 2013Assignee: Takasago International CorporationInventors: Wataru Kuriyama, Yasunori Ino, Osamu Ogata
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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
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Patent number: 8497400Abstract: Provide that a useful catalyst for homogeneous hydrogenation, particularly a catalyst for homogeneous asymmetric hydrogenation for hydrogenation, particularly asymmetric hydrogenation, which is obtainable with comparative ease and is excellent in economically and workability, and a process for producing a hydrogenated compound of an unsaturated compound, particularly an optically active compound using said catalyst with a high yield and optical purity.Type: GrantFiled: February 9, 2010Date of Patent: July 30, 2013Assignee: Takasago International CorporationInventors: Hideo Shimizu, Daisuke Igarashi, Wataru Kuriyama, Yukinori Yusa
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Patent number: 8481791Abstract: Provide that a useful catalyst for homogeneous hydrogenation, particularly a catalyst for homogeneous asymmetric hydrogenation for hydrogenation, particularly asymmetric hydrogenation, which is obtainable with comparative ease and is excellent in economically and workability, and a process for producing a hydrogenated compound of an unsaturated compound, particularly an optically active compound using said catalyst with a high yield and optical purity.Type: GrantFiled: February 9, 2010Date of Patent: July 9, 2013Assignee: Takasago International CorporationInventors: Hideo Shimizu, Daisuke Igarashi, Wataru Kuriyama, Yukinori Yusa
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Patent number: 8471048Abstract: The present invention relates to a ruthenium carbonyl complex that is represented by the following Formula (1): RuXY(CO)(L)??(1) (in the Formula (1), X and Y, which may be the same or different from each other, represent an anionic ligand and L represents a tridentate aminodiphosphine ligand which has two phosphino groups and a —NH— group), its production method, and a method for production of alcohols by hydrogenation-reduction of ketones, esters, and lactones using the complex as a catalyst. The ruthenium carbonyl complex of the invention has a high catalytic activity and it can be easily prepared and handled.Type: GrantFiled: June 30, 2010Date of Patent: June 25, 2013Assignee: Takasago International CorporationInventors: Wataru Kuriyama, Takaji Matsumoto, Yasunori Ino, Osamu Ogata
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Publication number: 20130158276Abstract: Provided is a catalyst for asymmetric reduction, which can be produced by a convenient and safe production method, has a strong catalytic activity, and has excellent stereoselectivity. The present invention relates to a ruthenium complex represented by the following formula (1): wherein R1 represents an alkyl group or the like; Y represents a hydrogen atom; X represents a halogen atom or the like; j and k each represent 0 or 1; R2 and R3 each represent an alkyl group or the like; R11 to R19 each represent a hydrogen atom, an alkyl group or the like; Z represents oxygen or sulfur; n1 represents 1 or 2; and n2 represents an integer from 1 to 3, a method for producing the ruthenium complex, a catalyst for asymmetric reduction formed from the ruthenium complex, and methods for selectively producing an optically active alcohol and an optically active amine using the catalyst for asymmetric reduction.Type: ApplicationFiled: June 17, 2011Publication date: June 20, 2013Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Taichiro Touge, Hideki Nara, Tomohiko Hakamada
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Publication number: 20130150623Abstract: An object is to provide a process for providing hydrogen or heavy hydrogens conveniently without the necessity of large-scale equipment and a process capable of performing hydrogenation (protiation, deuteration or tritiation) reaction conveniently without the use of an expensive reagent and a special catalyst. The production process includes a process for producing hydrogen or heavy hydrogens, containing subjecting water or heavy water to mechanochemical reaction in the presence of a catalyst metal, and a process for producing a hydrogenated (protiated, deuterated or tritiated) organic compound, containing subjecting an organic compound and water or heavy water to mechanochemical reaction in the presence of a catalyst metal.Type: ApplicationFiled: August 16, 2011Publication date: June 13, 2013Applicant: Shiono Chemical Co., Ltd.Inventors: Hironao Sajiki, Yasunari Monguchi, Yoshinari Sawama, Shinichi Kondo
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Patent number: 8455700Abstract: The present invention relates to a process for preparing phenylalkan-1-ols in three stages, where an ester condensation in the presence of alkali metal or alkaline earth metal alcoholates is carried out in the first stage.Type: GrantFiled: July 27, 2009Date of Patent: June 4, 2013Assignee: BASF SEInventors: Martine Weis, Daniel Breuninger, Klaus Ebel, Harald Winsel
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Publication number: 20130096317Abstract: The embodiments described herein provide a reduction of an aldehyde or a ketone, such as a Meerwein-Ponnorf-Verley (MPV) reaction of an aldehyde or ketone. In some embodiments, the reaction occurs in the presence of Al[OC(CH3)3]. In some embodiments, the reaction occurs in the presence of an aprotic solvent. In some embodiments, the aldehyde or ketone is an amino aldehyde or an amino ketone wherein the amine is group is protected such that the nitrogen of the amine has no proton. Other embodiments related to compositions and compounds related to the reduction reaction, or to the preparation or use of the aldehyde, the ketone, or the resulting alcohol.Type: ApplicationFiled: November 12, 2010Publication date: April 18, 2013Applicants: GEORGIA TECH RESEARCH CORPORATION, AMERICAN PACIFIC CORPORATIONInventors: Charles L. Liotta, Pamela Pollet, Kristen Kitagawa Fisher, William Dubay, Joy Stringer
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Patent number: 8410320Abstract: A method for synthesis of secondary alcohols is provided for pharmaceutical secondary alcohol by addition of organoboronic acids with aldehydes in presence of the cobalt ion and bidentate ligands as the catalyst. In addition, an enantioselective synthesis method for secondary alcohols is also herein provided in the present invention. The present invention has advantages in using less expensive cobalt ion and commercially available chiral ligands as the catalyst, wide scope of organoboronic acids and aldehydes compatible with this catalytic reaction and achieving excellent yields and/or enantiomeric excess.Type: GrantFiled: March 10, 2011Date of Patent: April 2, 2013Assignee: National Tsing Hua UniversityInventors: Chien-Hong Cheng, Jaganathan Karthikeyan, Pang-Chi Huang
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Patent number: 8399710Abstract: An alkali metal fluoride dispersion of an alkali metal fluoride and an aprotic organic solvent is obtainable by (A) separating a liquid phase from an alkali metal fluoride dispersion comprising an alcohol solvent and an alkali metal fluoride, and mixing the separated liquid phase with an aprotic organic solvent having a boiling point of 85° C. or higher at normal pressure; (B) obtaining a mixture containing the alkali metal fluoride by (b1) concentrating the mixture containing the alkali metal fluoride to obtain a concentrated fraction and a concentrated residue; (b2) mixing a residue of the alkali metal fluoride dispersion with the concentrated fraction obtained in (b1); and (b3) separating a liquid phase from the mixture containing an alkali metal fluoride obtained in (b2) and mixing the separated liquid phase with the concentrated residue; and (C) removing the alcohol solvent from the mixture containing the alkali metal fluoride.Type: GrantFiled: August 27, 2008Date of Patent: March 19, 2013Assignee: Sumitomo Chemical Company, LimitedInventor: Koji Hagiya
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Publication number: 20130053574Abstract: The invention relates to an asymmetric hydrogenation method for ketone compounds, comprising the step of: under hydrogen atmosphere, in the presence of an in situ catalyst derived from a chiral ligand and a ruthenium salt, adding a ketone compound and a base into a second solvent to carry out an asymmetric hydrogenation for the ketone compound. The invention can obtain a conversion of 100% and a highest asymmetric inducement effect of 99.7% for the ketone compound. The invention has the advantages including simple procedure, high conversion and selectivity, good atom economy and good prospect of industrial application.Type: ApplicationFiled: April 16, 2012Publication date: February 28, 2013Applicant: NIPPON CHEMICAL INDUSTRIAL CO., LTD.Inventors: Wanbin Zhang, Delong Liu, Hui Guo, Yangang Liu
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Patent number: 8350091Abstract: A potassium fluoride dispersion essentially consisting of potassium fluoride and an aprotic organic solvent having a boiling point higher than that of methanol, which is obtainable by mixing a mixture containing potassium fluoride and 5 to 50 parts by weight of methanol per 1 part by weight of potassium fluoride with the aprotic organic solvent followed by concentrating the obtained mixture, and a process for producing a fluorine-containing organic compound comprising contacting an organic compound having at least one group capable of being substituted nucleophilically with a fluorine atom with the potassium fluoride dispersion.Type: GrantFiled: December 30, 2011Date of Patent: January 8, 2013Assignee: Sumitomo Chemical Company, LimitedInventors: Koji Hagiya, Kazuaki Sasaki
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Patent number: 8344187Abstract: Esters and lactones can be respectively reduced to alcohols and diols in the presence of the Group 8 (VIII) transition metal complex, base and hydrogen gas (H2). An extremely practical reduction method can be provided by preferable combinations of the Group 8 (VIII) transition metal complex, the base, a used amount of the base, a pressure of hydrogen gas and a reaction temperature. This method is used in place of hydride reduction and is a useful method by which design of highly active catalysts can be relatively easily made while a high productivity can be expected.Type: GrantFiled: June 26, 2009Date of Patent: January 1, 2013Assignees: Tokyo Institute of Technology, Central Glass Company, LimitedInventors: Takao Ikariya, Masato Ito, Akira Shiibashi, Takashi Ootsuka
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Patent number: 8232420Abstract: The present invention provides an organic metal compound, a ligand, an asymmetric catalyst, and a process for preparing optically-active alcohols using the asymmetric catalyst.Type: GrantFiled: April 12, 2010Date of Patent: July 31, 2012Assignee: Kanto Kagaku Kabushiki KaishaInventors: Masahito Watanabe, Junichi Hori
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Patent number: 8227371Abstract: This invention relates to a metathesis catalyst comprising (i) a Group 8 metal hydride-dihydrogen complex represented by the formula: wherein M is a Group 8 metal; X is an anionic ligand; and L1 and L2 are neutral donor ligands; and (ii) a ligand exchange agent represented by the formula J-Y, wherein J is selected from the group consisting of hydrogen, a C1 to C30 hydrocarbyl, and a C1 to C30 substituted hydrocarbyl; and Y is selected from the group consisting of halides, alkoxides, aryloxides, and alkyl sulfonates.Type: GrantFiled: September 24, 2010Date of Patent: July 24, 2012Assignee: ExxonMobil Chemical Patents Inc.Inventors: Matthew W. Holtcamp, Matthew S. Bedoya, Laughlin G. McCullough
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Patent number: 8198487Abstract: The present invention relates to a process for lithium exchange reactions comprising mixing at least two fluids in a microreactor having at least two injection points.Type: GrantFiled: February 1, 2008Date of Patent: June 12, 2012Assignee: Lonza AGInventors: Dominique Roberge, Wilhelm Quittmann, Markus Eyholzer, Bertin Zimmermann, Fabio Rainone
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Patent number: 8198488Abstract: The present invention relates to processes for the reduction by hydrogenation, using molecular H2, of a substrate containing one or two esters, or lactones, functional groups into the corresponding alcohol, or diol, with the process being carried out in the presence of a base and at least one catalyst or pre-catalyst in the form of a ruthenium complex, wherein the ruthenium is coordinated by a diphosphine bidentate ligand (PP ligand) and a diamino bidentate ligand (NN ligand) that includes at least one substituted ?-carbon and one primary amine as one of the coordinating atoms.Type: GrantFiled: November 22, 2007Date of Patent: June 12, 2012Assignee: Firmenich SAInventors: Lionel Saudan, Christophe Saudan, Michel Alfred Joseph Saudan, legal representative, Sylvia Joyeuse Adélaide Ada Saudan, legal representative
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Publication number: 20120136164Abstract: The invention relates to a nanoparticulate material comprising long ultrathin metal nanowires, and to processes for making it. The nanoparticulate material may be used as a catalyst and, in the presence of a chiral modifier, can catalyse enantioselective reactions.Type: ApplicationFiled: March 30, 2010Publication date: May 31, 2012Applicant: Agency for Science, Technology and ResearchInventors: Jackie Y. Ying, Nandanan Erathodiyil, Hongwei Gu, Huilin Shao, Jiang Jiang
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Publication number: 20120129945Abstract: Compounds that are central nervous system drug candidates for the treatment of cognitive decline and, more particularly, Alzheimer's disease are provided. Methods of treating, inhibiting, and/or abatement of cognitive decline and/or Alzheimer's disease with a compound or pharmaceutically acceptable salt of the invention are also provided. Also provided are methods of preparing the compounds/compositions of the invention.Type: ApplicationFiled: August 2, 2010Publication date: May 24, 2012Applicant: Cognition Therapeutics, Inc.Inventors: Gilbert M. Rishton, Susan Catalano
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Publication number: 20120123142Abstract: The present invention relates to a process for hydrogenating a substrate comprising a carbon-heteroatom double bond, the process comprising the step of reacting the substrate with hydrogen gas in the presence of a hydrogenation catalyst, wherein the hydrogenation catalyst is a complex of formula (I): R1-10, A and Hal are as defined in the specification. The present invention also provides processes for the preparation of the complex of formula (I) and intermediates thereof.Type: ApplicationFiled: March 17, 2010Publication date: May 17, 2012Applicant: JOHNSON MATTHEY PUBLIC LIMITED COMPANYInventors: Alan Dyke, Damian Mark Grainger, Jonathan Alan Medlock, Hans Guenter Nedden, Jacques Jean Marie Le Paih, Stephen James Roseblade, Andreas Seger, Vilvanathan Sivakumar, Antonio Zanotti-Gerosa
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Patent number: 8124816Abstract: The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of Ru complexes with tetradentate ligands having at least one amino or imino coordinating group and at least one phosphino coordinating group in hydrogenation processes for the reduction of esters or lactones into the corresponding alcohol or diol respectively.Type: GrantFiled: January 27, 2010Date of Patent: February 28, 2012Assignee: Firmenich SAInventors: Lionel Saudan, Philippe Dupau, Jean-Jacques Riedhauser, Patrick Wyss