Aldehyde Or Ketone Reactant Patents (Class 568/312)
  • Patent number: 10259766
    Abstract: A preparation method for 2,3-pentanedione, including the steps of adding one or both of 3-hydroxy-2-pentanone and 2-hydroxy-3-pentanone into water and conducting mixing, and introducing ozone at the temperature of 3-20° C. for a reaction to obtain 2,3-pentanedione. The synthesis process of the present invention uses ozone for oxidizing a mixture containing 3-hydroxy-2-pentanone and 2-hydroxy-3-pentanone, acetic acid is used as a cocatalyst, reaction conditions are mild, the operation process is simple, the product yield is high, and the cost is low.
    Type: Grant
    Filed: December 7, 2018
    Date of Patent: April 16, 2019
    Assignee: HUAIYIN INSTITUTE OF TECHNOLOGY
    Inventors: Lei He, Qiuyue Huang, Kun Hong, Xiufang Zhu, Jiadong Zhang, Shan Yun, Tan Guo, Huaju Li, Chaoyu Wang, Yanxing Li, Shizhong Zhang, Ying Xu, Mengxin Song, Miao Pan
  • Patent number: 9193743
    Abstract: The present invention relates to a method of enantioselective addition to imines, including: reacting R2CH?NY with R3ZnR4 in the presence of a compound represented by the following formula (I), in which Y, R1, R2, R3 and R4 are defined the same as the specification. Accordingly, the present invention can prepare secondary amines in high yields and enantiomeric excess by the above-mentioned method.
    Type: Grant
    Filed: December 18, 2014
    Date of Patent: November 24, 2015
    Assignee: NATIONAL TSING HUA UNIVERSITY
    Inventors: Biing-Jiun Uang, Wei-Ming Huang
  • Patent number: 9090545
    Abstract: The present invention provides processes for the production of chiral compounds in a stereoisomeric excess. The present processes involve reacting a hydrometallated alkene compound with a compound comprising a conjugated-bond system under conditions such that the compounds undergo an asymmetric 1,4- or 1,6-conjugate addition reaction, generating a chiral compound in a stereoisomeric excess. The reaction is performed in the presence of a metal catalyst, which catalyst preferably comprises a non-racemic chiral ligand.
    Type: Grant
    Filed: October 12, 2012
    Date of Patent: July 28, 2015
    Assignee: ISIS INNOVATION LIMITED
    Inventors: Stephen P. Fletcher, Rebecca M. Maksymowicz, Philippe M. C. Roth
  • Publication number: 20150141699
    Abstract: A process for pyrolyzing a coal feed is described. A coal feed is pyrolyzed into a coal tar stream and a coke stream in a pyrolysis zone. The coal tar stream is separated into at least a pitch stream comprising aromatic hydrocarbons. The pitch stream is reacted in a reaction zone to add at least one functional group to an aromatic ring of the aromatic hydrocarbons in the pitch stream. The functionalized pitch stream is recycled to the pyrolysis zone.
    Type: Application
    Filed: August 26, 2014
    Publication date: May 21, 2015
    Inventors: Paul T. Barger, Maureen L. Bricker, Joseph A. Kocal, Matthew Lippmann, Kurt M. Vanden Bussche
  • Publication number: 20140364631
    Abstract: The present disclosure is related to silica-based Lewis acid catalysts, being essentially devoid of strong Brønsted acid character, and their ability to effect the [4+2] cycloaddition and dehydrative aromatization of dienes and dienophiles containing oxygenated substituents to form substituted benzene products. In some embodiments, the processes comprise contacting biomass-derived substrates with ethylene to form terephthalic acid and its derivatives.
    Type: Application
    Filed: May 20, 2014
    Publication date: December 11, 2014
    Inventors: MARK E. DAVIS, JOSHUA PACHECO
  • Publication number: 20140303385
    Abstract: The present invention provides processes for the production of chiral compounds in a stereoisomeric excess. The present processes involve reacting a hydrometallated alkene compound with a compound comprising a conjugated-bond system under conditions such that the compounds undergo an asymmetric 1,4- or 1,6-conjugate addition reaction, generating a chiral compound in a stereoisomeric excess. The reaction is performed in the presence of a metal catalyst, which catalyst preferably comprises a non-racemic chiral ligand.
    Type: Application
    Filed: October 12, 2012
    Publication date: October 9, 2014
    Applicant: Isis Innovation Limited
    Inventors: Stephen P. Fletcher, Rebecca M. Maksymowicz, Philippe M.C. Roth
  • Publication number: 20140249321
    Abstract: The present invention relates in a first aspect to a process for hydrogenation of ketones having at least a carbon-carbon double bond in the y,8-position to the keto group by hydrogen in the presence of at least one chiral iridium complex of formula (I), where R1 represents a group of formula (II) or (III) or (IV). It has been shown that this process leads to a strong increase in preferential formation of a single isomer. The process is particularly suitable for the hydrogenation of y,8-unsaturated ketones which can be used as flavours and fragrances or for the preparation of vitamin E and its derivatives or of flavours and fragrances.
    Type: Application
    Filed: June 13, 2012
    Publication date: September 4, 2014
    Applicant: DSM IP ASSETS B.V.
    Inventors: Marc-André Mueller, Andreas Pfaltz, Jonathan Medlock
  • Patent number: 8809591
    Abstract: The present invention is directed to a process for the manufacture of 2,3,5-trimethyl-hydro-p-benzoquinone comprising the following steps: a) hydrogenating 2,6-dimethyl-p-benzoquinone with hydrogen in the presence of a hydrogenation catalyst in an organic solvent to obtain 2,6-dimethyl-hydro-p-benzoquinone; b) reacting 2,6-dimethyl-hydro-p-benzoquinone with a secondary amine and formal-dehyde in an organic solvent to obtain 2,6-dimethyl-3-(N,N-disubstituted aminomethyl)-hydro-p-benzoquinone; c) reacting 2,6-dimethyl-3-(N,N-disubstituted aminomethyl)-hydro-p-benzoquinone with hydrogen in the presence of a hydrogenolysis catalyst in an organic solvent to obtain 2,3,5-trimethylhydro-p-benzoquinone; wherein the organic solvent in all steps a), b) and c) is independently selected from the group consisting of methyl tert.-butyl ether, ethyl tert.-butyl ether, methyl tert.-amyl ether, methoxycyclopentane and any mixtures thereof. Preferably the organic solvent used in all steps a), b) and c) is the same.
    Type: Grant
    Filed: August 25, 2011
    Date of Patent: August 19, 2014
    Assignee: DSM IP Assets B.V.
    Inventors: Werner Bonrath, Thomas Netscher, Jan Schütz, Bettina Wüstenberg
  • Patent number: 8742175
    Abstract: The present invention discloses novel aromatic ketone compounds with functional substitution groups at para- or meta positions which can be used as photo-initiators or effective components of photo-initiator mixtures for the photopolymerizations of ethylenically unsaturated systems. The preparation of these compounds is also disclosed.
    Type: Grant
    Filed: November 4, 2011
    Date of Patent: June 3, 2014
    Assignee: Shenzhen UV-Chemtech Co., Ltd.
    Inventors: Yongbo Zhang, Yanchao Wang, Yapeng Wang, Huaihai Song, Zhigang Wang
  • Patent number: 8735632
    Abstract: The invention relates to novel polyglycerol based UV-filters as well as to topical compositions comprising such novel polyglycerol based UV-filters. Furthermore, the invention relates to the use of such novel polyglycerol based UV-filters to enhance the solubility of butyl methoxydibenzoylmethane or bis-ethylhexyloxyphenol methoxyphenyl triazine in cosmetic oils.
    Type: Grant
    Filed: December 8, 2010
    Date of Patent: May 27, 2014
    Assignee: DSM IP Assets B.V.
    Inventor: Alexander Schlifke-Poschalko
  • Publication number: 20140088325
    Abstract: A method for synthesizing beta-dicarbonyl compounds, particularly beta-diketones, from at least two carbonyl compounds, such as esters and ketones, in the presence of a strong base or a mixture of strong bases by Claisen condensation with a titer of greater than 95%. The method includes providing a synthesis reactor on which a separation column, provided with a condenser and with at least one microwave generator, is mounted; feeding a first carbonyl compound and the strong base into the synthesis reactor; heating the reactor and starting up the condenser; starting up the microwave generator(s); when the mixture is brought to a boil at total flux, feeding the second carbonyl compound into the reactor; and after a waiting time, stopping the reactor and acidifying and washing the reaction mixture.
    Type: Application
    Filed: September 19, 2011
    Publication date: March 27, 2014
    Applicant: DEXERA
    Inventors: Stephane Honnart, Philippe Galy-Jammou
  • Publication number: 20140083853
    Abstract: An electrode for use in a electrochemical sensor comprises carbon modified with a chemically sensitive redox-active compound, excluding an electrode based on carbon having derivatised thereron two redox-active species wherein at least one of said species is selected from anthraquinone, phenanthrenequinone and N,N?-diphenyl-p-phenylenediamine (DPPD). The invention further provides a pH sensor comprising: a working electrode comprising carbon modified with a chemically sensitive redox active material; and a counter electrode, wherein the ratio of the surface area of the working electrode to the surface area of the counter electrode is from 1:10 to 10:1. Also provided is a pH sensor comprising: a working electrode comprising carbon modified with a chemically sensitive redox active material, and a counter electrode, wherein the area of the working electrode is from 500 ?m2 to 0.1 m2. The uses of these electrodes and sensors are also described.
    Type: Application
    Filed: September 23, 2013
    Publication date: March 27, 2014
    Applicant: ISIS INNOVATION LTD.
    Inventors: Sean P. McCormack, Richard G. Compton, Gregory George Wildgoose, Nathan Scott Lawrence
  • Publication number: 20130217877
    Abstract: The present invention discloses novel aromatic ketone compounds with functional substiution groups at para- or meta positions which can be used as photo-initiators or effective components of photo-initiator mixtures for the photopolymerizations of ethylenically unsaturated systems. The preparation of these compounds is also disclosed.
    Type: Application
    Filed: November 4, 2011
    Publication date: August 22, 2013
    Applicant: SHENZHEN UV-CHEMTECH CO., LTD
    Inventors: Yongbo Zhang, Yanchao Wang, Yapeng Wang, Huaihai Song, Zhigang Wang
  • Publication number: 20130211080
    Abstract: The present invention is directed to a process for the manufacture of 2,3,5-trimethyl-hydro-p-benzoquinone comprising the following steps: a) hydrogenating 2,6-dimethyl-p-benzoquinone with hydrogen in the presence of a hydrogenation catalyst in an organic solvent to obtain 2,6-dimethyl-hydro-p-benzoquinone; b) reacting 2,6-dimethyl-hydro-p-benzoquinone with a secondary amine and formal-dehyde in an organic solvent to obtain 2,6-dimethyl-3-(N,N-disubstituted aminomethyl)-hydro-p-benzoquinone; c) reacting 2,6-dimethyl-3-(N,N-disubstituted aminomethyl)-hydro-p-benzoquinone with hydrogen in the presence of a hydrogenolysis catalyst in an organic solvent to obtain 2,3,5-trimethylhydro-p-benzoquinone; wherein the organic solvent in all steps a), b) and c) is independently selected from the group consisting of methyl tert.-butyl ether, ethyl tert.-butyl ether, tert.-amyl ether, methoxycyclopentane and any mixtures thereof. Preferably the organic solvent used in all steps a), b) and c) is the same.
    Type: Application
    Filed: August 25, 2011
    Publication date: August 15, 2013
    Applicant: DSM IP ASSETS B.V.
    Inventors: Werner Bonrath, Thomas Netscher, Jan Schütz, Bettina Wüstenberg
  • Publication number: 20130096348
    Abstract: The present invention proposes a chiral diene ligand, a fabrication method thereof and applications thereof. The chiral diene ligand is a bicyclo[2.2.1] diene ligand having structural specificity and high stability, which favors the bicyclo[2.2.1] diene ligand to take part in asymmetric transformations, particularly an asymmetric addition reaction involving a metal catalyst in a basic environment. Most of the products of the reactions implemented by the chiral diene ligands of the present invention have superior optical activity. The method of the present invention comprises a first oxidation step, a saponification step, a second oxidation step, a deprotonation step, and a cross-coupling step. The chiral diene ligand of the present invention is very suitable to be used in the fabrication or synthesis of various chemicals and medical products.
    Type: Application
    Filed: September 10, 2012
    Publication date: April 18, 2013
    Inventors: Hsyueh-Liang WU, Chun-Chih Chen, Chia-Chen Liu, Wei-Ting Wei, Jo-Hsuan Fang
  • Patent number: 8415504
    Abstract: The disclosure provides a catalyst carrier, including a nano carbon material; and a polymer grafted on the nano carbon material, wherein the polymer has a repetitive unit comprising a phosphorous atom. The disclosure further provides a catalyst deposited on the catalyst carrier of the disclosure. The catalyst of the disclosure has high reactivity, and is easy to be recovered in C—C coupling reactions such as a Suzuki-Miyaura coupling reaction.
    Type: Grant
    Filed: December 27, 2010
    Date of Patent: April 9, 2013
    Assignee: Industrial Technology Research Institute
    Inventors: Mao-Lin Hsueh, Cheng-Wei Yeh, Kuo-Chen Shih, Hsiao-Chun Yeh, Yi-Zhen Chen
  • Publication number: 20130059999
    Abstract: The present invention provides a Scandium catalyst that can be used in water or water-soluble organic solvent with no leaching of Scandium. Provided is a gold-polymer nanostructure-immobilized Scandium catalyst, which is formed by preparing, in liquid phase, a mixture comprising gold clusters with from 1 to 50 nm of diameter, disulfide monomer, sulfonic acid salt of disulfide and Lewis acid metal compound represented by ScY3, wherein Y is OSO2CF3 etc., and polymerizing the mixture in the presence of a radical polymerization initiator, wherein the disulfide monomer is represented by the formula below: CH2?CH—R1—S—S—R1—CH?CH2 wherein R1 represents a divalent hydrocarbon, which may contain an ether bond, and the sulfonic acid salt of disulfide is represented by the formula below: MO3S—R2—S—S—R2—SO3M wherein R2 represents a divalent hydrocarbon, which may contain an ether bond, and M represents an alkali metal.
    Type: Application
    Filed: February 16, 2011
    Publication date: March 7, 2013
    Applicant: Japan Science and Technology Agency
    Inventors: Shu Kobayashi, Hiroyuki Miyamura
  • Publication number: 20130022560
    Abstract: The invention relates to novel polyglycerol based UV-filters as well as to topical compositions comprising such novel polyglycerol based UV-filters. Furthermore, the invention relates to the use of such novel polyglycerol based UV-filters to enhance the solubility of butyl methoxydibenzoylmethane or bis-ethylhexyloxyphenol methoxyphenyl triazine in cosmetic oils.
    Type: Application
    Filed: December 8, 2010
    Publication date: January 24, 2013
    Inventor: Alexander Schlifkeposchalko
  • Patent number: 8304581
    Abstract: The present invention relates to a method of enantioselective addition to enones, including: reacting R3(CH2)pCH?CR5C(?O)Y(CH2)qR4 with R6ZnR7 in the presence of a compound represented by the following formula (I) and a transition metal catalyst, in which Y, p, q, R1, R2, R3, R4, R5, R6 and R7 are defined the same as the specification. Accordingly, the present invention can perform asymmetric conjugate addition in high yields and enantioselectivity.
    Type: Grant
    Filed: July 19, 2010
    Date of Patent: November 6, 2012
    Assignee: National Tsing Hua University
    Inventors: Biing-Jiun Uang, Chih-Hao Tseng
  • Publication number: 20120238549
    Abstract: The invention provides a compound of Formula (I) pharmaceutically acceptable salts, pro-drugs, biologically active metabolites, stereoisomers and isomers thereof wherein the variable are defined herein. The compounds of the invention are useful for treating immunological and oncological conditions.
    Type: Application
    Filed: March 15, 2012
    Publication date: September 20, 2012
    Applicant: ABBOTT LABORATORIES
    Inventors: Kevin P. Cusack, Thomas D. Gordon, David C. Ihle, Martin E. Hayes, Eric C. Breinlinger, Anna M. Ericsson, Bin Li, Lei Wang, Gloria Y. Martinez, Andrew Burchat, Adrian D. Hobson, Kelly D. Mullen, Michael Friedman, Michael J. Morytko
  • Publication number: 20120183468
    Abstract: Provided herein are water-soluble, functionalized fullerenes, and processes for producing water-soluble, functionalized fullerenes. The process includes sulfonating a fullerene in an acidic solution comprising sulfuric acid to produce a sulfonated fullerene, isolating the sulfonated fullerene from the acidic solution without neutralizing the acidic solution, reacting the sulfonated fullerene with hydrogen peroxide to form a reaction product, and isolating a polyhydroxylated fullerene from the reaction product produced from reacting the sulfonated fullerene with the hydrogen peroxide. The process of producing water-soluble fullerenes further includes functionalizing a polyhydroxylated fullerene with one or more pendant functional groups by reacting the polyhydroxylated fullerene with one or more functional group precursors.
    Type: Application
    Filed: January 17, 2012
    Publication date: July 19, 2012
    Applicant: MARELLE, LLC
    Inventors: Mark Farrell, Michelle Guaragno
  • Publication number: 20120165574
    Abstract: The disclosure provides a catalyst carrier, including a nano carbon material; and a polymer grafted on the nano carbon material, wherein the polymer has a repetitive unit comprising a phosphorous atom. The disclosure further provides a catalyst deposited on the catalyst carrier of the disclosure. The catalyst of the disclosure has high reactivity, and is easy to be recovered in C—C coupling reactions such as a Suzuki-Miyaura coupling reaction.
    Type: Application
    Filed: December 27, 2010
    Publication date: June 28, 2012
    Inventors: Mao-Lin HSUEH, Cheng-Wei YEH, Kuo-Chen SHIH, Hsiao-Chun YEH, Yi-Zhen CHEN
  • Patent number: 8115033
    Abstract: Antimicrobially active 3-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)-1-propanone of the following formula 1 is described, as is a method for producing this compound and the use thereof as an antimicrobial active ingredient.
    Type: Grant
    Filed: July 14, 2008
    Date of Patent: February 14, 2012
    Assignee: Symrise AG
    Inventors: Oskar Koch, Gerhard Schmaus
  • Publication number: 20120029238
    Abstract: Process for the preparation of the powdery crystalline mixtures of alpha-hydroxycarbonyl derivatives of alpha-methylstyrene dinners comprising the use of a solvent having polarity from 0 to 0.1.
    Type: Application
    Filed: March 10, 2010
    Publication date: February 2, 2012
    Inventors: Giuseppe Li Bassi, Gabriele Norcini, Leonardo Federici
  • Publication number: 20110282101
    Abstract: The present invention relates to a method of enantioselective addition to enones, including: reacting R3(CH2)pCH?CR5C(?O)Y(CH2)qR4 with R6ZnR7 in the presence of a compound represented by the following formula (I) and a transition metal catalyst, in which Y, p, q, R1, R2, R3, R4, R5, R6 and R7 are defined the same as the specification. Accordingly, the present invention can perform asymmetric conjugate addition in high yields and enantioselectivity.
    Type: Application
    Filed: July 19, 2010
    Publication date: November 17, 2011
    Inventors: Biing-Jiun UANG, Chih-Hao Tseng
  • Publication number: 20110263879
    Abstract: A zwitterionic phosphonium salt of Formula I: wherein n is 0 or 1; R is H or SO3; R? is selected from the group consisting of C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, C3-C10 cycloalkyl, phenyl, substituted phenyl, benzyl and C1-C10 alkoxy-carbonyl; R? is CX3 when n is O; and X is selected from the group consisting of F, Cl, Br and I. The zwitterionic phosphonium salts are useful reagents for the preparation of alkenes and acetals from the corresponding aldehyde.
    Type: Application
    Filed: July 29, 2009
    Publication date: October 27, 2011
    Applicant: THE HONG KONG POLYTECHNIC UNIVERSITY
    Inventors: Tak-Hang Chan, Congde Huo, Xun He
  • Publication number: 20110068290
    Abstract: Compounds, compositions, systems and methods for the chemical and electrochemical modification of the electronic structure of graphene and especially epitaxial graphene (EG) are presented. Beneficially, such systems and methods allow the large-scale fabrication of electronic EG devices. Vigorous oxidative conditions may allow substantially complete removal of the EG carbon atoms and the generation of insulating regions; such processing is equivalent to that which is currently used in the semiconductor industry to lithographically etch or oxidize silicon and thereby define the physical features and electronic structure of the devices. However graphene offers an excellent opportunity for controlled modification of the hybridization of the carbon atoms from sp2 to sp3 states by chemical addition of organic functional groups.
    Type: Application
    Filed: May 29, 2009
    Publication date: March 24, 2011
    Applicant: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: Robert C. Haddon, Mikhail E. Itkis, Palanisamy Ramesh, Elena Bekyarova, Sakhrat Khizroev, Jeongmin Hong
  • Patent number: 7850841
    Abstract: The invention relates to a process for producing high-quality hydrocarbon base oil particularly of biological origin. The process of the invention comprises aldol condensation, hydrodeoxygenation, and isomerization steps. Aldehydes and/or ketones, preferably of biological origin are used as the feedstock.
    Type: Grant
    Filed: December 12, 2006
    Date of Patent: December 14, 2010
    Assignee: Neste Oil Oyj
    Inventors: Eija Koivusalmi, Ilkka Kilpeläinen, Pirkko Karhunen, Jorma Matikainen
  • Patent number: 7829745
    Abstract: Described herein are methods for synthesizing 1-aryl-2-tetralones in an efficient and highly selective manner. The reaction involves a one-step procedure for coupling an aryl halide to a 2-tetralone, where coupling occurs substantially at the 1-position of the 2-tetralone.
    Type: Grant
    Filed: August 18, 2009
    Date of Patent: November 9, 2010
    Assignee: Corning Incorporated
    Inventor: Clemens Rudolf Horn
  • Publication number: 20100276633
    Abstract: A method of increasing the density of carbon nanotube fibres or films containing carbon nanotubes to at least 50% w/w, said method including the steps of exposing the fibre or film to suitable density enhancing agent, or to electromagnetic radiation, or by applying heat, or by mechanical compaction.
    Type: Application
    Filed: April 28, 2008
    Publication date: November 4, 2010
    Inventors: Martin Pick, Alan Hardwick Windle, Jose Vilatela Garcia, Krzysztof Kazimiers Koziol
  • Publication number: 20100274059
    Abstract: The present invention relates to a method of preparation of an optically active cyclohexenone derivative of Formula (I) OR1R2*R1 and wherein R1 and R2 are organic residues.
    Type: Application
    Filed: January 8, 2009
    Publication date: October 28, 2010
    Applicant: Firmenich SA
    Inventor: Oliver Knopff
  • Publication number: 20100254925
    Abstract: Antimicrobially active 3-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)-1-propanone of the following formula 1 is described, as is a method for producing this compound and the use thereof as an antimicrobial active ingredient.
    Type: Application
    Filed: July 14, 2008
    Publication date: October 7, 2010
    Applicant: SYMRISE GMBH & Co. KG
    Inventors: Oskar Koch, Gerhard Schmaus
  • Publication number: 20100249404
    Abstract: The invention relates to a method for carrying out a chemical reaction for producing a target compound by heating in a reactor a reaction medium containing at least one first reactant, such that a chemical bond inside the first reactant or between the first and a second reactant is formed or modified. The reaction medium is brought into contact with a solid heating medium that can be warmed by electromagnetic induction and that is inside the reactor and is surrounded by the reaction medium. Said heating medium is heated by electromagnetic induction with the aid of an inductor and the target bond is formed from the first reactant or from the first and a second reactant and said target bond is separated from the heating medium.
    Type: Application
    Filed: June 11, 2010
    Publication date: September 30, 2010
    Inventors: Carsten Friese, Andreas Kirschning, Jurgen Wichelhaus, Sascha Volhan Ceylan
  • Publication number: 20100137612
    Abstract: There is provided a novel intermediate for producing pesticides. A method for producing 1,3-bis(substituted phenyl)-3-substituted-3-hydroxypropan-1-one compound of Formula (3) comprises reacting an aromatic ketone compound of Formula (4) and a substituted acetophenone compound of Formula (5) as starting raw materials in an organic solvent or water in the presence or absence of an additive in the presence of a base in a suspended state. A method for producing 1,3-bis(substituted phenyl)-3-substituted-2-propen-2-one compound of Formula (2) comprises dehydrating the compound of Formula (3). A method for producing compound (2) in one step comprises reacting compound (4) and compound (5) to obtain compound (3).
    Type: Application
    Filed: June 27, 2008
    Publication date: June 3, 2010
    Applicant: Nissan Chemical Industries, Ltd.
    Inventors: Manabu Yaosaka, Tomohisa Utsunomiya, Yuji Moriyama, Tomohiro Matsumoto, Kazutaka Matoba
  • Patent number: 7687668
    Abstract: Process for preparing 4,4?-difluorobenzophenone, characterized in that, in a first step, fluorobenzene is reacted with formaldehyde under catalysis by organic sulphonic acids to give difluorodiphenylmethane, the product obtained is isolated, and, in a second step, oxidized with nitric acid to give 4,4?-difluorobenzophenone. 4,4?-Difluorobenzophenone (4,4?-DFBP) is the central starting material for the preparation of aromatic polyether ketones.
    Type: Grant
    Filed: July 27, 2006
    Date of Patent: March 30, 2010
    Assignee: Evonik Fibres GmbH
    Inventors: Harald Rögl, Markus Ungerank
  • Publication number: 20100048920
    Abstract: Processes for preparing racemic mixtures of 5,7,3?,4?-tetra-O-benzyl-(±)-catechin and (±)-epicatechin involves (i) condensing 2-hydroxy-4,6-bis(benzyloxy)-acetophenone and 3,4-bis(benzyloxy)benzaldehyde, cyclizing the resulting compound, oxidizing the resulting compound; (ii) dihydroxylating (E)-3-(3?,4?-bis(benzyloxy)phenyl)prop-2-ene-1-ol and reducing the 1,2-diol; or (iii) coupling 3,5-bis(benzyloxy)phenol with (E)-3,5-bis(benzyloxy)-2-(3?,4?-bis(benzyloxy)phenyl)allyl)phenol and cyclizing the resulting chalcone. A process for preparing the benzylated epimers of catechin and epicatechin involves seven steps. 3,4-Bis(benzyloxy)benzaldehyde is coupled with 2-hydroxy-4,6-benzyloxy-acetophenone to form a chalcone. The chalcone is selectively reduced to an alkene. The phenolic group of the alkene is protected. The protected alkene is asymetrically dihydroxylated. The resulting compound is deprotected, cyclized, and finally hydrolyzed.
    Type: Application
    Filed: June 28, 2006
    Publication date: February 25, 2010
    Applicants: Mars, Incorporated, Johnson Matthey Pharmaceutical Materials, Inc.
    Inventors: Leo J. Romanczyk, JR., Pradeep K. Sharma, Daming Gou, Yanni Gou
  • Patent number: 7649117
    Abstract: Disclosed is a process of preparing an optically active ?-hydroxycarboxylic acid derivative comprising asymmetrically hydrogenating a ?-keto compound in the presence of a catalyst comprising a transition metal complex compound having a 2,3-bis(dialkylphosphino)pyrazine derivative as a ligand. The pyrazine derivative is preferably a quinoxaline derivative, and the transition metal is preferably ruthenium. Preferred examples of the quinoxaline derivative are (S,S)-2,3-bis(tert-butylmethylphosphino)quinoxaline, (R,R)-bis(tert-butylmethylphosphino)quinoxaline, (S,S)-bis(tert-adamantylmethylphosphino)quinoxaline, and (R,R)-bis(adamantylmethylphosphino)quinoxaline.
    Type: Grant
    Filed: July 24, 2008
    Date of Patent: January 19, 2010
    Assignees: National University Corporation Chiba University, Nippon Chemical Industrial Co., Ltd.
    Inventors: Tsuneo Imamoto, Kazuhiro Yoshida, Miwako Nishimura, Aya Koide
  • Patent number: 7645908
    Abstract: A method for the chemoselective hydrogenation of ?, ? unsaturated carbonyl compounds is disclosed, in which compounds of the formula R4R3C?CR2—C(O)R1, wherein R1—R4 are as defined herein, are reacted with a hybrid donor to form a compound of formula R4R3CH—CH(R2)—C(O)R1, in which R1—R4 are as above. That method permits the selective hydrogenation of ?, ? unsaturated aldehydes and ketones without the use of metal catalysts.
    Type: Grant
    Filed: September 27, 2005
    Date of Patent: January 12, 2010
    Assignee: Studiengesellschaft Kohle mbH
    Inventors: Benjamin List, Jung Woon Yang
  • Patent number: 7572938
    Abstract: The present invention refers to compounds of formula I as precursors for a ketone of formula II, an aldehyde or ketone of formula III, and an aldehyde or ketone of formula IV, These compounds are useful in perfumery, especially in the fine and functional perfumery.
    Type: Grant
    Filed: May 29, 2002
    Date of Patent: August 11, 2009
    Assignee: Givaudan SA
    Inventors: Samuel Derrer, Markus Gautschi
  • Patent number: 7553988
    Abstract: A method is provided for producing a specific crosscoupling compound and a specific catalyst for producing the compound. The method includes reacting in the presence of a base and a nickel compound catalyst organic halide of the formula n?(R1X1n), wherein R1 is a hydrocarbon group and the ? and ? carbons to X? are sp3 carbon atoms; X1 is a chlorine, bromine, or iodine atoms, and n and n1 are 1 or 2 but not both 2, with a compound having the formula m{R2(BX22)n?} where an R2 is an aryl, heteroaryl, or alkenyl group, and n? is 1 or 2, X2 is independently a hydroxyl group, an alkoxy or arylalkoxy group or X22 together form an alkylenedioxy or arylenedioxy group, and m represents 1 or 2 but m?n, and the boron atom is bonded to a sp2 carbon atom of R2 group or a boronic acid trimer anhydride.
    Type: Grant
    Filed: August 17, 2006
    Date of Patent: June 30, 2009
    Assignee: Sumitomo Chemical Company, Limted
    Inventors: Tamon Itahashi, Takashi Kamikawa
  • Publication number: 20090111975
    Abstract: The present invention relates to methods of preparing anthocyanins, and methods of preparing precursors of anthocyanins. The methods utilise a coupling reaction between a sugar and a suitable electrophilic precursor to form Eastern half intermediates that are then reacted with Western half intermediates to form the target anthocyanins. Some Eastern half intermediates and electrophilic precursors also form part of the invention.
    Type: Application
    Filed: June 15, 2006
    Publication date: April 30, 2009
    Applicant: BIOSYNTH AS
    Inventor: Einar Bakstad
  • Publication number: 20090088588
    Abstract: The present invention is directed to compositions comprising organocatalysts that facilitate stereo-selective reactions and the method of their synthesis and use. Particularly, the invention relates to metal-free organocatalysts for facilitation of stereo-selective reactions, and the method of their synthesis and use.
    Type: Application
    Filed: October 11, 2006
    Publication date: April 2, 2009
    Inventor: Wei Wang
  • Patent number: 7432400
    Abstract: These are described biphenylene compounds of formula (I) wherein R1 is a C1-C18alkyl, C2-C18alkenyl, C6-C10aryl or C6-C10aryl or C6-C10heteroaryl radical each unsubstituted or mono- or poly-substituted by hydroxy, halogen, C1-C18alkyl, C1-C18alkoxy, amino, C1-C5monoalkyamino or by di-C1-C5alkylamino; C5-C7cycloalkyl or C5-C7cycloalkenyl each unsubstituted or substituted by C1-C5alkyl; —OR?; or NR?R?; R2 is a C1-C18alkyl, C2-C18alkenyl, C6-C10aryl or C6-C10heteroaryl radical each unsubstituted or mono- poly-substituted by hydroxy, hadroxy, C1-C18alkoxy, amino, C1-C5monoalkylamino or by di-C1-C5alkylamino; —OR?; —NR?R?; or R1 and R2 together form a 5- to 7- membered monocyclic carbocyclic or heterocyclic ring; R3 is hydrogen; C1-C6alkyl or C1-C6alkoxy; R? and R? are each independently of the other hydrogen; unsubstituted or mono- or poly-hydroxy-, halo-, C1-C18alkyl-, C1-C18alkoxy-, amino- or quaternary ammonium groupsubstituted C1-C18alkyl, C5-C7cycloalkyl or phenyl; and n is 0 or 1; wherein, when R2 is OR? or
    Type: Grant
    Filed: August 29, 2002
    Date of Patent: October 7, 2008
    Assignee: Ciba Specialty Chemicals Corp.
    Inventors: Barbara Wagner, Dietmar Hüglin
  • Patent number: 7414157
    Abstract: The present invention pertains to a process for preparing a compound of Formula I that is achiral, racemic or enantiomerically enriched at the hydroxylation center indicated by comprising contacting a compound of Formula II with an oxidant selected from oxygen, hydrogen peroxide, peracids or alkyl hydroperoxides in the presence of a zirconium complex, wherein R1, R2 and R3 are as defined in the disclosure. This invention also pertains to zirconium complexes useful in this procedure comprising zirconium and a ligand of Formula III or its enantiomer wherein J, R6 and n are as defined in the disclosure. This invention further pertains to a compound of Formula III or its enantiomer.
    Type: Grant
    Filed: June 6, 2002
    Date of Patent: August 19, 2008
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Albert Loren Casalnuovo
  • Patent number: 7351850
    Abstract: A process by which an ?-oxocarbonyl compound useful as an intermediate for pharmaceuticals/agricultural chemicals can be industrially advantageously and efficiently produced in a high yield. The process, which is for producing an ?-oxocarbonyl compound represented by the general formula (I) wherein R1 and R2 are as defined in the description, comprises oxidizing an ?-hydroxycarbonyl compound represented by the general formula (II) with oxygen or air in the presence of a carboxylic acid and at least one vanadium compound selected from divanadium pentaoxide, divanadium trioxide, divanadium tetraoxide, ammonium metavanadate, sodium metavanadate, potassium metavanadate, triethoxyoxovanadium, tripropoxyoxovanadium, triisopropoxyoxovanadium, vanadium oxobis(acetylacetonate) and vanadium tris(acetylacetonate).
    Type: Grant
    Filed: May 18, 2005
    Date of Patent: April 1, 2008
    Assignee: Kuraray Co., Ltd.
    Inventors: Fumihiko Okabe, Hideki Matsuda, Takashi Yamaguchi
  • Patent number: 7323603
    Abstract: A method for aldol reaction in water, which comprises: reacting an aldehyde with a silyl enol ether in an aqueous medium in the presence of a boronic acid represented by the following general formula (1): R1R2BOH??(1) (wherein R1 and R2 are the same or different hydrocarbon groups that may contain a substituent), a surfactant, and a Brønsted acid is provided. This method for aldol reaction in water uses a catalytic amount of the boron source to give products in high yield and selectivity.
    Type: Grant
    Filed: March 8, 2002
    Date of Patent: January 29, 2008
    Assignee: Japan Science and Technology Corporation
    Inventors: Shu Kobayashi, Kei Manabe
  • Patent number: 7323604
    Abstract: Nonmetallic, chiral organic catalysts are used to catalyze the 1,4-hydride reduction of an ?,?-unsaturated carbonyl compound. The ?,?-unsaturated carbonyl compound may be an aldehyde or cyclic ketone, and the hydride donor may be a dihydropyridine. The reaction is enantioselective, and proceeds with a variety of hydride donors, catalysts, and substrates. The invention also provides compositions effective in carrying out the 1,4-hydride addition of ?,?-unsaturated carbonyl compounds.
    Type: Grant
    Filed: November 21, 2005
    Date of Patent: January 29, 2008
    Assignee: California Institute of Technology
    Inventors: David MacMillan, Stephane Ouellet, Jamison Tuttle
  • Patent number: 7238832
    Abstract: There is provided a method for producing a coupling compound of formula (1): (Y—)(n?1)R1—R2—(R1)(n??1)??(1) wherein R1, R2 n and n? are as defined below, Y is R2 or X as defined below, which method comprises reacting an organic halogen compound of formula (2): n?(R1X1n)??(2) wherein X1 represents a bromine or iodine, R1 represents a substituted or unsubstituted, linear, branched or cyclic hydrocarbon group of which ? and ? carbon atoms in relation to X1 are sp3 carbon atoms, n and n? each independently represent an integer of 1 or 2, and provided that n and n? do not simultaneously represent 2, with an organic boron compound of formula (3): m{R2(BX22)n?}??(3) wherein R2 represents a substituted or unsubstituted aryl group or a substituted or unsubstituted alkenyl group and the boron atom is bonded with a sp2 carbon atom thereof, X2 represents a hydroxyl or alkoxy group, n? is as defined above, m represents an integer of 1 or 2, and m is not more than n, in the presence of a catalyst comprising a) a nick
    Type: Grant
    Filed: February 18, 2004
    Date of Patent: July 3, 2007
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tamon Itahashi, Takashi Kamikawa
  • Patent number: 7074966
    Abstract: This application relates to a new process for the production of R-phenylacetylcarbinol by an enzymatic process in a liquid two-phase system.
    Type: Grant
    Filed: September 1, 2002
    Date of Patent: July 11, 2006
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernhard Hauer, Michael Breuer, Peter Rogers, Vanessa Sandford, Bettina Rosche
  • Patent number: 7067702
    Abstract: A process for preparing vinyl substituted beta-diketones includes reacting a halogen-containing beta-diketone with an olefin in a reaction zone under Heck coupling reaction conditions in the presence of a catalyst, a base, and an organic phosphine to provide a vinyl substituted beta-diketone product.
    Type: Grant
    Filed: May 12, 2005
    Date of Patent: June 27, 2006
    Assignee: The Johns Hopkins University
    Inventors: Glen E. Southard, George M. Murray