Halogen Containing Reactant Patents (Class 568/407)
  • Patent number: 9630898
    Abstract: The present invention describes a novel method for producing haloketones.
    Type: Grant
    Filed: October 20, 2014
    Date of Patent: April 25, 2017
    Assignee: BAYER CROPSCIENCE AKTIENGESELLSCHAFT
    Inventors: Sergii Pazenok, Christian Funke
  • Patent number: 9409843
    Abstract: A production method of a 1,1,1,5,5,5-hexafluoroacetylacetone hydrate according to the present invention includes: step 1: step 1: obtaining a reaction mixture that contains at least 1,1,1,5,5,5-hexafluoro-3-pentyn-2-one or an equivalent thereof by reaction of a 3,3,3-trifluoropropynyl metal with a trifluoroacetate; and step 2: forming the 1,1,1,5,5,5-hexafluoroacetylacetone hydrate by contact of the reaction mixture obtained in the step 1 with water in the presence of an acid. It is possible to produce 1,1,1,5,5,5-hexafluoroacetylacetone by dehydration of the thus-formed hydrate. Thus, the production method according to the present invention is industrially applicable.
    Type: Grant
    Filed: April 2, 2014
    Date of Patent: August 9, 2016
    Assignee: Central Glass Company, Limited
    Inventors: Takashi Ootsuka, Takashi Masuda, Akihiro Ishii, Mari Imamura, Shunsuke Mimura, Masato Kimura, Hiroshi Minesaki
  • Publication number: 20140357899
    Abstract: Process for preparing a halogenated precursor of an alkenone, which comprises reacting a carboxylic acid halide with a vinyl ether in a liquid reaction medium using an equipment having at least one surface in contact with the liquid reaction medium, wherein said surface consists of a material selected from glass, polytetrafluoroethylene and nickel based metal alloy.
    Type: Application
    Filed: December 21, 2012
    Publication date: December 4, 2014
    Inventors: Max Josef Braun, Uta Claassen, Sara Claessens
  • Publication number: 20140303374
    Abstract: Provided by the present invention is a method for efficient oxidation of alcohols by using, as a catalyst for dehydrogenation oxidation, a ruthenium complex which can be easily produced and easily handled and is obtainable at a relatively low cost. The invention relates to a method of producing a compound having a carbonyl group by dehydrogenation oxidation of alcohols by using as a catalyst the ruthenium carbonyl complex represented by the following general formula (1) RuXY(CO)(L) (1) (in the general formula (1), X and Y may be the same or different from each other and represent an anionic ligand, and L represents a tridentate aminodiphosphine ligand).
    Type: Application
    Filed: April 18, 2012
    Publication date: October 9, 2014
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Taichiro Touge, Kunimori Aoki, Hideki Nara, Wataru Kuriyama
  • Patent number: 8853462
    Abstract: Hexafluoroacetone or a hydrate thereof is produced with a high yield by subjecting a 1-fluoro-4,4-bis(trifluoromethyl)-2,3,5-trioxolanyl ether compound represented by the general formula: wherein R is an alkyl group having 1 to 8 carbon atoms, an aryl group, or a benzyl group, which has been obtained by ozone oxidation of a heptafluoroisobutenyl ether compound, to a reduction reaction in the presence of a reducing agent selected from dialkyl sulfide containing an alkyl group having 3 or 4 carbon atoms, diaryl sulfide, diaryl disulfide, and diaralkyl sulfide.
    Type: Grant
    Filed: May 10, 2012
    Date of Patent: October 7, 2014
    Assignee: Unimatec Co., Ltd.
    Inventors: Yuta Ogawa, Yusuke Takahashi, Akira Endo, Sunao Ikeda
  • Patent number: 8716526
    Abstract: A production method of difluoroacetyl chloride according to the present invention includes a chlorination step of bringing a raw material containing at least either a 1-alkoxy-1,1,2,2-tetrafluoroethane or difluoroacetyl chloride into contact with calcium chloride at a reaction enabling temperature. A production method of 2,2-difluoroethyl alcohol according to the present invention includes a catalytic reduction step of causing catalytic reduction of the difluoroacetyl chloride obtained by the above production method. By these methods, the difluoroacetyl fluoride can be efficiently converted to the difluoroacetyl chloride and to the 2,2-difluoroethyl alcohol.
    Type: Grant
    Filed: March 16, 2011
    Date of Patent: May 6, 2014
    Assignee: Central Glass Company, Limited
    Inventors: Masamune Okamoto, Hideaki Imura, Naoto Takada
  • Patent number: 8168846
    Abstract: The instant invention relates to a process and plant for the transformation of dangerous wastes containing chromium six as contaminant into non dangerous wastes that can be stored without special care and will be degraded in the environment without time limit. The process basically consists of milling, extracting chromium six in liquid phase and under controlled conditions of stirring, time and temperature, proceeding then, through reduction, to transform the chromium six in chromium three and then precipitating as chromium trioxide, through gasification. The solid resulting from the transformation process can be used as raw material for the manufacturing of firebricks or eventually for the manufacturing of bricks used in the building industry through a process not included in the instant description.
    Type: Grant
    Filed: February 7, 2006
    Date of Patent: May 1, 2012
    Assignee: Cromotecnica Mexico
    Inventor: Francisco Garcia Fernandez
  • Publication number: 20110065955
    Abstract: The invention relates to a method for preparing difluoroacetic acid and the salts thereof. The invention also relates to the preparation of difluoroacetyl fluoride used as an intermediate product in the preparation of difluoroacetic acid. The method for preparing difluoroacetic acid according to the invention is characterised in that the same comprises the step of preparing difluoroacetyl fluoride by reacting dichloroacetyl chloride with hydrofluoric acid in a gaseous phase and in the presence of a chromium-based catalyst, followed by the step of hydrolysing the difluoroacetyl fluoride thus obtained.
    Type: Application
    Filed: March 9, 2009
    Publication date: March 17, 2011
    Applicant: Rhodia Operations
    Inventors: François Metz, Laurent Saint-Jalmes
  • Publication number: 20100113834
    Abstract: There is provided a process for producing 3,3,3-trifluoropropionyl chloride, which is characterized in that 3,3,3-trifluoropropionaldehyde is chlorinated by a chlorinating agent selected from the group consisting of chlorine (Cl2), sulfuryl chloride (SO2Cl2) and organic N-chloro compounds.
    Type: Application
    Filed: March 29, 2007
    Publication date: May 6, 2010
    Applicant: Central Glass Company Limited
    Inventors: Takeo Komata, Kenji Hosoi, Shinya Akiba
  • Patent number: 7615668
    Abstract: The present invention provides a novel method for preparing 4,4,4-trifluorobutane-2-one by providing a fluorobutene selected from the group consisting of 2,4,4,4-tetrafluoro-1-butene, (E)-1,1,1,3-tetrafluoro-2-butene, (Z)-1,1,1,3-tetrafluoro-2-butene, and mixture thereof; and reacting the fluorobutene(s) with a proton acid and water.
    Type: Grant
    Filed: October 18, 2004
    Date of Patent: November 10, 2009
    Assignee: Central Glass Co., Ltd.
    Inventors: Adam Alty, Frank Waters, Richard Du Boisson, Yokusu Kuriyama, Masamichi Maruta
  • Patent number: 7560598
    Abstract: Cyclic ethers or chloroketones useful as fragrance components or intermediates are made by reacting a saturated, tertiary terpene alcohol with hypochloric acid under conditions effective to promote oxidation. trans-Pinanol gives predominantly 6,9-dimethyl-7-oxatricyclo[4.3.0.03,9]-nonane, while cis-pinanol yields almost exclusively 1-acetyl-3-(2-chloroethyl)-2,2-dimethylcyclobutane, a new and versatile intermediate for making cyclobutane derivatives having interesting and diverse aromas.
    Type: Grant
    Filed: April 7, 2006
    Date of Patent: July 14, 2009
    Assignee: Millennium Specialty Chemicals, Inc.
    Inventors: Bernard J. Kane, Mark B. Erman
  • Publication number: 20080249324
    Abstract: A process for preparing 1,3-dibromoacetone, 1-3-dichloroacetone and epichlorohydrin which comprises: (a) reacting acetone with 2 moles of bromine to make a mixture of brominated acetone derivatives and byproduct hydrogen bromide; (b) equilibrating the mixture of brominated acetone derivatives and hydrogen bromide to produce 1,3-dibromoacetone as the major product; (c) crystallizing the 1,3-dibromoacetone; and (d) isolating the 1,3-dibromoacetone. The process may further include the steps of (e) reacting the 1,3-dibromoacetone with a chloride source to produce 1,3-dichloroacetone; (f) hydrogenating the isolated 1,3-dichloroacetone to produce 1,3-dichlorohydrin; and (g) cyclizing the 1,3-dichlorohydrin with a base to produce epichlorohydrin.
    Type: Application
    Filed: May 17, 2005
    Publication date: October 9, 2008
    Inventor: Clark S. Davis
  • Patent number: 7405328
    Abstract: In a method or producing haloalkenone ethers by addition of a carboxylic acid halide to a vinyl ether and subsequent elimination of hydrogen halide, the improvement comprising carrying out the reaction in the absence of a base and/or in the presence of a stabilizer for the resulting alkenone, whereby higher yields of the desired alkenone product can be obtained.
    Type: Grant
    Filed: December 6, 2005
    Date of Patent: July 29, 2008
    Assignee: Solvay Fluor GmbH
    Inventors: Eckhard Hausmann, Oalf Boese, Johannes Eicher
  • Patent number: 7321062
    Abstract: A process for the synthesis of (per)fluorinated mono-functional carbonyl compounds having the following formula: F—A—(RF)t—B—C(O)X1??(I) wherein: X1=F, CF3; t=0, 1; A, B equal to or different from each other, are independently C1-C5 (per)fluoroalkylene groups or C1-C5 (per)fluorooxy-alkylene groups; RF is —Rf1—, C1-C20 perfluoroalkylene, —ORf1O—; or —ORf2—, wherein Rf2 is a perfluorooxyalkylene chain; wherein the carbonyl groups of a (per)fluorinated di-functional carbonyl compound of formula (III): X2(O)C—A—(RF)t—B—C(O)X1??(III) wherein: X1, RF, t, A and B have the above meanings; X2, equal to or different from X1, has the same meanings as X1; are partially fluorinated with elemental fluorine in the presence of a catalyst having formula MeFy.zHF, Me being an alkaline or alkaline-earth metal or Ag, y=1 or 2, z an integer from 0 to 4, carrying out said reaction at a temperature higher than a temperature such that it leads to the formation of C(O)FX2.
    Type: Grant
    Filed: January 9, 2004
    Date of Patent: January 22, 2008
    Assignee: Solvay Solexis S.p.A.
    Inventors: Giovanni Fontana, Walter Navarrini
  • Patent number: 6995291
    Abstract: The present invention relates to the field of organic synthesis and more precisely to a process for the synthesis of an unsaturated aldehyde or ketone by oxidation of the corresponding alcohol. The oxidation is performed by a hypochlorite salt and a catalytic amount of a N-(2,2,6,6-tetraalkyl-4-piperidinyl-N-oxyl)-2-amino-1,3,5-triazine compound, preferably a N-oxyl derivative of one of the polymers known under the trademark Chimassorb® 944 or 2020.
    Type: Grant
    Filed: September 22, 2003
    Date of Patent: February 7, 2006
    Assignee: Firmenich SA
    Inventor: Eric Walther
  • Patent number: 6825384
    Abstract: The present invention relates to a process of oxidation of alcohols selectively to aldehydes or ketones with NaOCl using a TEMPO—borate catalyst system. It is shown that the oxidation can be efficiently carried out without KBr additives under solvent free conditions. Aldehydes such as 3,3-dimethylbutyraldehyde can be produced efficiently using the present invention.
    Type: Grant
    Filed: January 29, 2004
    Date of Patent: November 30, 2004
    Assignee: The NutraSweet Company
    Inventors: Indra Prakash, Setrak K. Tanielyan, Robert L. Augustine, Kenneth E. Furlong, Robert C. Scherm, Handley E. Jackson
  • Patent number: 6689917
    Abstract: The present invention provides a process for producing a linear perfluoroalkanone or a perfluorocycloalkanone, which comprises using as a starting material a combination of the same or different kinds of compounds that are selected from perfluoroalkanoyl halides represented by the formula: F(CF2)nCOX wherein X is F, Cl, Br or I and n is an integer of 1 to 8, or a perfluoroalkanedioyl dihalide represented by the formula: XOC(CF2)nCOX wherein X is F, Cl, Br or I and n is an integer of 3 to 8, and reacting the starting material with a metal carbonate or metal carbonates. According to the present invention, perfluoroalkanones can be produced with a good yield from relatively easily available starting materials by a simple synthesis method.
    Type: Grant
    Filed: October 18, 2002
    Date of Patent: February 10, 2004
    Assignee: Daikin Industries, Ltd.
    Inventors: Kouzou Noda, Hirokazu Aoyama
  • Patent number: 6667422
    Abstract: A process for preparing an &agr;-haloketone of the formula (1) where R1 is an optionally heteroatom-containing and optionally substituted hydrocarbon radical, R2 is a hydrogen, alkyl, aralkyl or aryl radical, and X is a halogen radical, by reacting a carboxylic acid derivative of the general formula (2) where L is a leaving group, with a mono- or dienolate of a silyl ester of the formula (3) where R3 and R4 are identical or different alkyl, aryl, alkenyl or aralkyl radicals; and hydrolyzing the reaction product immediately afterwards by adding acid and decarboxylating to (1). The product &agr;-haloketone may be reduced to the corresponding &agr;-haloalcohol.
    Type: Grant
    Filed: September 3, 2002
    Date of Patent: December 23, 2003
    Assignee: Consortium fuer Elektrochemische Industrie GmbH
    Inventors: Dieter Heldmann, Juergen Stohrer
  • Patent number: 6392101
    Abstract: The invention relates to a process for purifying a crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate containing an impurity. The process includes bringing the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate into contact with a poor solvent in which 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate is substantially insoluble, thereby removing the impurity from the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate. Alternatively, the process includes precipitating crystals of 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate from a solution of the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate. Thus, it is possible to produce 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate of high purity. This product makes it easy to produce 1,1,1,5,5,5-hexafluoroacetylacetone of high purity.
    Type: Grant
    Filed: December 21, 2000
    Date of Patent: May 21, 2002
    Assignee: Central Glass Company, Limited
    Inventors: Takeo Komata, Nariaki Ii, Yoshiki Hirotsu
  • Publication number: 20020016511
    Abstract: A first process for producing an optically active perfluoroalkylcarbinol derivative includes (a) reacting an optically active imine with a compound that is a hemiacetal of a perfluoroalkylaldehyde or a hydrate of a perfluoroalkylaldehyde to obtain a condensate; and (b) hydrolyzing the condensate under an acid condition. A second process for increasing optical purity of an optically active 4,4,4-trifluoro-3-hydroxy-1-aryl-1-butanone derivative includes (a) precipitating a racemic crystal of the derivative, from the derivative; and (b) removing the racemic crystal from the derivative. A third process for increasing optical purity of the butanone derivative includes recrystallizing the derivative. Novel compounds are optically active and inactive 4,4,4-trifluoro-3-hydroxybutanoic aryl ester derivatives.
    Type: Application
    Filed: January 29, 2001
    Publication date: February 7, 2002
    Inventors: Akihiro Ishii, Masatomi Kanai, Takashi Hayami, Katsuyoshi Shibata, Masaki Matsui, Kazumasa Funabiki, Yokusu Kuriyama, Manabu Yasumoto
  • Patent number: 6340776
    Abstract: A process for producing 1,1,1-trifluoroacetone includes the step of conducting a hydrogenolysis of a halogenated trifluoroacetone, which is represented by the general formula (1), by a hydrogen gas in the presence of a catalyst containing a transition metal, where X represents a chlorine, bromine or iodine, and n represents an integer from 1 to 3. It is possible to obtain 1,1,1-trifluoroacetone with a high yield by using the special catalyst.
    Type: Grant
    Filed: February 21, 2001
    Date of Patent: January 22, 2002
    Assignee: Central Glass Company, Limited
    Inventors: Yoshihiko Goto, Ryo Nadano, Takashi Sakaya, Takayuki Nishimiya
  • Patent number: 6133409
    Abstract: This invention is directed to a process for the solid phase synthesis of aldehyde, ketone, oxime, amine, hydroxamic acid and .alpha.,.beta.-unsaturated carboxylic acid and aldehyde compounds and to polymeric hydroxylamine resin compounds useful therefor.
    Type: Grant
    Filed: June 24, 1998
    Date of Patent: October 17, 2000
    Assignee: Aventis Pharmaceuticals Products Inc.
    Inventors: Joseph M. Salvino, George C. Morton, Helen J. Mason, Richard F. Labaudiniere
  • Patent number: 5998671
    Abstract: A method for the preparation of a fluorinated ketone of the formula: ##STR1## where R.sub.1 and R.sub.2 are independently fluorine, alkyl of from about 1 to about 8 carbon atoms, fluoroalkyl of from about 1 to about 8 carbon atoms, or ##STR2## where R.sub.3 and R.sub.4 are independently fluorine, alkyl of from about 1 to about 8 carbon atoms, or fluoroalkyl of from about 1 to about 8 carbon atoms and n is 0 or 1. The method includes heating an anhydride of the formula: ##STR3## with a catalyst including a cationic salt of a fluorocarboxylic acid or an alkali metal fluoride to obtain the fluorinated ketone.
    Type: Grant
    Filed: May 15, 1998
    Date of Patent: December 7, 1999
    Assignee: Alliedsignal Inc.
    Inventor: Michael Van Der Puy
  • Patent number: 5929287
    Abstract: This invention relates to a process for the selective monochlorination or dichlorination of certain substituted alkenes using trichloroisocyanuric acid. The chlorinated alkenes can be easily hydrolyzed to provide .alpha.-monochloroketones or .alpha.,.alpha.-dichloroketones with a high degree of selectivity. The resulting .alpha.-monochloroketones or .alpha.,.alpha.-dichloroketones have utility as fungicides or function as useful intermediates for fungicides.
    Type: Grant
    Filed: April 13, 1998
    Date of Patent: July 27, 1999
    Assignee: Rohm and Haas Company
    Inventors: Renee Caroline Roemmele, Heather Lynnette Rayle
  • Patent number: 5905174
    Abstract: The invention relates to a method for producing 3,3-dichloro-1,1,1-trifluoroacetone. This method includes a step of fluorinating pentachloroacetone by hydrogen fluoride in the presence of a fluorination catalyst. This fluorination may be conducted in a liquid phase in the presence of an antimony compound as the fluorination catalyst. Alternatively, the fluorination may be conducted in a gas phase in the presence of a fluorination catalyst which may be a fluorinated alumina or at least one compound of at least one metal selected from Al, Cr, Mn, Ni, and Co. The method is suited to an industrial scale production of 3,3-dichloro-1,1,1-trifluoroacetone. The invention further relates to another method for producing 3,3-dichloro-1,1,1-trifluoroacetone.
    Type: Grant
    Filed: April 15, 1998
    Date of Patent: May 18, 1999
    Assignee: Central Glass Company, Limited
    Inventors: Masatomi Kanai, Takashi Sakaya, Mineo Watanabe, Yoshihiko Goto, Ryo Nadano
  • Patent number: 5753776
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: May 19, 1998
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5629460
    Abstract: A vapor phase process for the preparation of fluorinated ketones, such as 1,1,1,3,3,3-hexafluoro-2-propanone via oxidation of hydrofluorocarbons, such as 1,1,1,3,3,3-hexafluoropropane, with an oxidizing agent and elemental fluorine at temperatures ranging from 50.degree. C. to 300.degree. C. and residence times ranging from 2 to 60 seconds.
    Type: Grant
    Filed: July 26, 1996
    Date of Patent: May 13, 1997
    Assignee: AlliedSignal Inc.
    Inventors: Alagappan Thenappan, Michael Van Der Puv, Richard Eibeck
  • Patent number: 5571870
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: May 10, 1994
    Date of Patent: November 5, 1996
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5461117
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: June 13, 1994
    Date of Patent: October 24, 1995
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5332790
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: March 8, 1993
    Date of Patent: July 26, 1994
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5322903
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: January 17, 1992
    Date of Patent: June 21, 1994
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5322904
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: March 8, 1993
    Date of Patent: June 21, 1994
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5110962
    Abstract: Manganese bromide solution for use in the formation of organomanganese compounds, applicable to the synthesis of organic products, particularly ketones.
    Type: Grant
    Filed: August 15, 1990
    Date of Patent: May 5, 1992
    Assignee: Societe Nationale Elf Aquitaine
    Inventors: Gerard Cahiez, Blandine Laboue, Pierre Tozzolino
  • Patent number: 5093432
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: March 3, 1992
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5093532
    Abstract: Halogenomethylketones are prepared from nitro compounds by treating the latter in alcoholic solution with sodium alkoxide or potassium alkoxide, cooling to a temperature in the range -10.degree. to -100.degree. C. and then allowing the mixture to react with ozone at -10.degree. to -100.degree. C. The process is particularly suitable for the preparation of 1,1,1-trifluoroacetone from 1,1,1-trifluoro-2-nitropropane.
    Type: Grant
    Filed: July 31, 1991
    Date of Patent: March 3, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd Baasner, Jens Lorentzen
  • Patent number: 4983774
    Abstract: The preparation of ketones by reacting an acylating agent with an organo-manganous compound is catalyzed by a copper compound.
    Type: Grant
    Filed: December 16, 1988
    Date of Patent: January 8, 1991
    Assignee: Societe Nationale Elf Aquitaine
    Inventors: Gerard Cahiez, Blandine Laboue, Pierre Tozzolino
  • Patent number: 4886891
    Abstract: The present invention provides a process for preparing a 1,1-disubstituted ethylene derivative of the formula ##STR1## which comprises reacting lead with a carbinol derivative of the formula ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, X, Y, m and n are defined in the specification. The reaction is conducted more advantageously in the presence of a metal having higher ionization tendency than lead.
    Type: Grant
    Filed: December 18, 1987
    Date of Patent: December 12, 1989
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Shigeru Torii, Masatoshi Taniguchi, Michio Sasaoka, Yoshihisa Tomotaki, Mitsuo Akada, Hideo Tanaka, Akira Suzuki, Shiro Yamashita
  • Patent number: 4849545
    Abstract: An aliphatic ketone is produced by reacting a carbonyl complex of a metal of Group VIII of the Periodic Table of the Elements, for example a rhodium carbonyl complex, with an aliphatic hydrocarbyl halide, for example an alkyl iodide.
    Type: Grant
    Filed: March 16, 1988
    Date of Patent: July 18, 1989
    Assignee: BP Chemicals Limited
    Inventors: Francesco P. Fanizzi, Peter M. Maitlis
  • Patent number: 4827044
    Abstract: Process of preparation of ketones by the reaction of an organo-metallic compound with a compound carrying a carbonyl, within a solvent, in the presence of a manganous salt as catalyst. The manganous salt is in the form of a double salt of Mn and an alkali metal cation.
    Type: Grant
    Filed: March 8, 1988
    Date of Patent: May 2, 1989
    Assignee: Societe Nationale Elf Aquitaine
    Inventors: Pierre Tozzolino, Gerard Cahiez
  • Patent number: 4806280
    Abstract: Compounds of formula ##STR1## in which n denotes an integer from 1 to 10 and X and Y, which are identical or different, each denote an electron-attracting group, are made by reacting a halogenating agent with a compound of formula ##STR2## in which R, X and Y are as hereinbefore defined, anionized by a base.
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: February 21, 1989
    Assignee: Rhone-Poulenc Sante
    Inventors: Gerard Mignani, Didier Morel
  • Patent number: 4748285
    Abstract: This invention relates to catalysts for gaseous phase fluorination of aliphatic chlorinated derivatives by hydrofluoric acid. The catalysts comprise chromium oxide microspheres obtained by a sol-gel process. This invention also relates to gaseous phase fluorination processes for aliphatic chlorinated derivatives utilizing these catalysts.
    Type: Grant
    Filed: November 25, 1986
    Date of Patent: May 31, 1988
    Assignee: Produits Chimiques Ugine Kuhlmann
    Inventor: Louis Foulletier
  • Patent number: 4480137
    Abstract: Described is a carbonylation process using novel homogeneous trihydrocarbyl silyl-substituted alkyl diaryl phosphine transition metal complexes of the general formula:[(Ar.sub.2 PQ).sub.y SiR.sub.4 --y].sub.g (MX.sub.n).sub.swherein Ar is a C.sub.6 to C.sub.10 aromatic hydrocarbyl radical, Q is a C.sub.1 to C.sub.30 saturated straight chain divalent radical, R is a C.sub.1 to C.sub.10 hydrocarbyl, wherein Ar, Q and R, can be substituted or unsubstituted, y is 1 to 4, g times y is 1 to 6, M is a transition metal selected from the group consisting of Group VIII transition metals, X is an anion or organic ligand excluding halogen satisfying the valence and coordination sites of the metal, n is 2 to 6 and s is 1 to 3, are disclosed. These materials exhibit high thermal stability and are superior catalysts for the selective hydroformylation of olefins, particularly in the presence of excess quantities of ligand of the formula:(Ar.sub.2 PQ).sub.y SiR.sub.4 -.sub.ywherein Ar, Q, R, and y are as previously defined.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: October 30, 1984
    Assignee: Exxon Research & Engineering Company
    Inventors: Alexis A. Oswald, Torris G. Jermansen, Andrew A. Westner, I-Der Huang
  • Patent number: 4346237
    Abstract: Described are branched ketones defined according to the generic structure: ##STR1## wherein R.sub.4 ' represents C.sub.1 -C.sub.4 lower alkyl; wherein one of the dashed lines is a carbon-carbon double bond and the other of the dashed lines represents carbon-carbon single bonds. Also described are organoleptic uses of these branched ketones in augmenting or enhancing the aroma or taste of consumable materials such as perfume compositions, colognes, perfumed articles (e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents; cosmetic powders; hair preparations; fabric softener compositions and dryer-added fabric softener articles), foodstuffs, chewing gums, toothpastes, medicinal products, chewing tobaccos, smoking tobaccos and smoking tobacco articles as well as processes for preparing such branched ketones by reacting dimers of isoamylene with acyl halides or acyl anhydrides or mixed acyl anhydrides.
    Type: Grant
    Filed: May 8, 1981
    Date of Patent: August 24, 1982
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Richard M. Boden
  • Patent number: 4266066
    Abstract: Ketones are prepared by reacting carboxylic acid halides, in particular carboxylic acid chlorides, with aluminum-alkyl compounds, optionally in the presence of an aluminum trihalide, in methylene chloride as the solvent, at a temperature between about 20.degree. and about 100.degree. C., preferably between about 30.degree. and about 60.degree. C., more preferably of about 40.degree. C. which is the reflux temperature of the methylene chloride. When operating at a temperature above approximately 40.degree. C., pressure higher than atmospheric is applied. The reaction mixture is worked up in usual manner, suitably by decomposition with water followed by distillation.
    Type: Grant
    Filed: November 26, 1979
    Date of Patent: May 5, 1981
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner Spielmann, Georg Schaeffer
  • Patent number: 4205085
    Abstract: This disclosure describes novel 4-(polyfluoroalkylamino)phenyl compounds useful as hypolipidemic and antiatherosclerotic agents.
    Type: Grant
    Filed: March 9, 1978
    Date of Patent: May 27, 1980
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd