Halogen Containing Reactant Patents (Class 568/488)
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Patent number: 9981898Abstract: The present invention relates, in part, to an improved process for oxidation of alcohols containing oxidatively sensitive functional groups, using inexpensive reagents under mild reaction conditions to provide high yields of carbonyl products such as aldehydes or ketones. In certain embodiments, an aldehyde product is obtained by contacting an oxidatively sensitive alcohol, such as an alkenol, with an oxidant and a TEMPO catalyst under conditions sufficient to convert the alkenol to the aldehyde.Type: GrantFiled: March 10, 2017Date of Patent: May 29, 2018Assignee: PROVIVI, INC.Inventors: Vu Bui, Peter Meinhold, Pedro Coelho, Keith M. Wampler, Michael Cockrem
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Patent number: 8993810Abstract: Disclosed is a preparation method of the lycopene intermediate 3-methyl-4,4-dialkoxy-1-butaldehyde. The preparation method comprises the following steps: (1) reacting 2-methyl-3,3-dialkoxy-1-halopropane with magnesium powder in the solvent of anhydrous tetrahydrofuran at a temperature of 45˜65° C. to generate a mixture of Grignard reagents under the protection of an inert gas; and (2) adding N,N-disubstituted carboxamide to the mixture of Grignard reagents and reacting at a temperature of 10° C.˜35° C. to obtain 3-methyl-4,4-dialkoxy-1-butaldehyde. The process route of the present invention is simple and direct, the operation is easy, the conditions are mild and the yield is good, and thus the invention has commercial value.Type: GrantFiled: December 10, 2012Date of Patent: March 31, 2015Assignees: Nanjing University of Technology, Zhejiang Medicine Co., Ltd. Xinchang Pharmaceutical FactoryInventors: Chunlei LV, Shiqing Pi, Jianhui Chen, Dingqiang Lu, Pingkai Ouyang
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Patent number: 8940942Abstract: One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.Type: GrantFiled: December 26, 2013Date of Patent: January 27, 2015Assignee: Suterra LLCInventors: Andrew Thompson, Xiongzhi Zhang, Lonnie Robarge
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Patent number: 8841490Abstract: A method for preparing 3,3-dimethylbutyraldehyde. The method includes: providing t-butyl chloride and vinyl acetate as raw materials, conducting a catalytic reaction between the t-butyl chloride and vinyl acetate to yield 1-chloro-3,3-dimethyl butyl acetate in the presence of a catalyst, the weight ratio of t-butyl chloride to vinyl acetate being 1:0.84-0.93; and controlling a temperature at between 100 and 110° C. for conducting hydrolytic disproportionation of 1-chloro-3,3-dimethyl butyl acetate in the presence of the catalyst to yield a mixture comprising 3,3-dimethylbutyraldehyde; and purifying the mixture by distillation to yield 3,3-dimethylbutyraldehyde, in which, the catalyst is aluminum trichloride, p-toluene sulphonic acid, or iron trichloride.Type: GrantFiled: December 30, 2013Date of Patent: September 23, 2014Assignee: Jinan Chenghuishuangda Chemical Industry Co., Ltd.Inventors: Junfeng Hu, Donghai Yu, Qingqian Jiang, Yanjun Yang
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Patent number: 8648216Abstract: One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.Type: GrantFiled: November 19, 2012Date of Patent: February 11, 2014Inventors: Andrew S. Thompson, Xiongzhi Shawn Zhang, Lonnie Robarge
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Patent number: 8329957Abstract: One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.Type: GrantFiled: February 13, 2012Date of Patent: December 11, 2012Assignee: Suterra LLCInventors: Andrew Thompson, Xiongzhi Zhang, Lonnie Robarge
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Publication number: 20120288445Abstract: Compounds of the formula (I) are disclosed: 18F—(CHR)n(CH2)mCHO??(I) in which n and m are independently 0 and 1 with at least one of n and m being 1, and R (if present) is a hydrogen atom or a methyl group, subject to the proviso that if n is 1 and R is methyl then m is 0. Synthesis of the compounds is described together with their use in radiolabelling reactions, e.g. for the radiolabelling of peptides to facilitate detection by Positron Emission Tomography (PET) imaging. The preferred compound is [18F]Fluoroacetaldehyde.Type: ApplicationFiled: April 13, 2012Publication date: November 15, 2012Applicant: The University of ManchesterInventor: Christian PRENANT
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Patent number: 8269047Abstract: A method for preparing an ?-halo enal or enone from an unprotected propargyl alcohol and an electrophilic halogen source catalyzed by the combination of a gold catalyst complex and a metal co-catalyst complex is disclosed. The method can be further enhanced by addition of an additive that facilitates suppression of a des-halo derivative.Type: GrantFiled: July 6, 2010Date of Patent: September 18, 2012Assignee: Board of Regents of the Nevada System of Higher Education, on behalf of the University of Nevada, RenoInventors: Liming Zhang, Longwu Ye
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Patent number: 8115035Abstract: One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.Type: GrantFiled: April 20, 2010Date of Patent: February 14, 2012Assignee: Suterra, LLCInventors: Andrew Thompson, Xiongzhi Zhang, Lonnie Robarge
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Publication number: 20110021806Abstract: A method for preparing an ?-halo enal or enone from an unprotected propargyl alcohol and an electrophilic halogen source catalyzed by the combination of a gold catalyst complex and a metal co-catalyst complex is disclosed. The method can be further enhanced by addition of an additive that facilitates suppression of a des-halo derivative.Type: ApplicationFiled: July 6, 2010Publication date: January 27, 2011Applicant: Board of Regents of the Nevada System of Higher Education, on behalf of the Univ of Nevada, RenoInventors: Liming Zhang, Longwu Ye
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Patent number: 7737306Abstract: One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.Type: GrantFiled: October 22, 2008Date of Patent: June 15, 2010Assignee: Suterra, LLCInventors: Andrew Thompson, Shawn Zhang, Lonnie Robarge
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Publication number: 20100099920Abstract: One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.Type: ApplicationFiled: October 22, 2008Publication date: April 22, 2010Inventors: Andrew Thompson, Xiongzhi Zhang, Lonnie Robarge
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Patent number: 7544844Abstract: There is provided a process for producing 3,3,3-trifluoropropionaldehyde, including the step of hydrolyzing a benzyl vinyl ether of the formula [1] in the presence of a catalyst selected from the group consisting of Arrhenius acids and Lewis acids, [Chem. 17] where R represents phenyl or phenyl having a substituent R1 selected from the group consisting of alkyl groups, alkoxy groups, halogen atoms, nitro groups and amino groups.Type: GrantFiled: September 12, 2006Date of Patent: June 9, 2009Assignee: Central Glass Company, LimitedInventors: Takeo Komata, Kenji Hosoi, Shinya Akiba
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Publication number: 20090082591Abstract: Methods for preparing substituted phenylsulfonamide compounds of the following structure are provided: or a pharmaceutically acceptable salt thereof, wherein, R1-R7 are defined herein. Also provided are methods for preparing compounds of the following structure: wherein, R9, m, n, p, r, and s are defined herein.Type: ApplicationFiled: December 8, 2008Publication date: March 26, 2009Applicant: WyethInventors: Asaf Ragim Alimardanov, Jean Schmid, Jay Thomas Afragola, Gulnaz Khafizova
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Patent number: 7161030Abstract: Hydrofluoroethers of formula: T-CFX?—O—Rf—CFX-T???(II) wherein: T=CH3; X, X?, equal to or different from each other, are selected between F, CF3; T00?=F, Cl, H, C1–C3 perfluoroalkyl, CH3, CH2OH, COCl, CHO, CO2H; Rf is a perfluoroalkylene or a perfluoropolyoxyalkylene and respective preparation process by reduction with hydrogen in the presence of a platinum catalyst supported on metal fluorides of the corresponding compounds with at least one —COCl end group.Type: GrantFiled: July 31, 2003Date of Patent: January 9, 2007Assignee: Solvay Solexis S.p.A.Inventors: Rosaldo Picozzi, Antonella Di Meo, Claudio Tonelli
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Patent number: 6984759Abstract: Process for the perfluoropolyether preparation having reactive end groups —CH2NH2, —CHO, —CH2OH, by reduction of the corresponding perfluoropolyethers having —CN, —COCl, —CHO end groups by using gaseous hydrogen in the presence of a catalyst constituted by Pd, Rh, or Ru, supported on solid metal fluorides, at a temperature from 20° C. to 150° C. and under a pressure between 1 and 50 atm.Type: GrantFiled: July 31, 2003Date of Patent: January 10, 2006Assignee: Solvay Solexis S.p.A.Inventors: Antonella Di Meo, Rosaldo Picozzi, Claudio Tonelli
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Publication number: 20030166973Abstract: Alcohols, ethers, aldehydes, and olefins are manufactured from alkanes by mixing an alkane and a halogen selected from the group including chlorine, bromine, and iodine in a reactor to form alkyl halide and hydrogen halide. The alkyl halide only or the alkyl halide and the hydrogen halide are directed into contact with metal oxide to form an alcohol and/or an ether, or an olefin and metal halide. The metal halide is oxidized to form original metal oxide and halogen, both of which are recycled.Type: ApplicationFiled: February 27, 2003Publication date: September 4, 2003Applicant: GRT, Inc.Inventors: Xiao Ping Zhou, Ivan Marc Lorkovic, Jeffrey H. Sherman
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Publication number: 20030078456Abstract: Alcohols, ethers, aldehydes, and olefins are manufactured from alkanes by mixing an alkane and a halogen selected from the group including chlorine, bromine, and iodine in a reactor to form alkyl halide and hydrogen halide. The alkyl halide only or the alkyl halide and the hydrogen halide are directed into contact with metal oxide to form an alcohol and/or an ether, or an olefin and metal halide. The metal halide is oxidized to form original metal oxide and halogen, both of which are recycled.Type: ApplicationFiled: December 2, 2002Publication date: April 24, 2003Inventors: Aysen Yilmaz, Gurkan Atinc Yilmaz, Ivan M. Lorkovic, Galen D. Stucky, Peter C. Ford, Eric McFarland, Jeffrey H. Sherman
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Patent number: 6198006Abstract: A process for the manufacture of citral is provided by the catalyzed rearrangement of dehydrolinalool to citral. The rearrangement is carried out in the presence of a molybdenum compound of the general formula MoO2X2 wherein X signifies an acetylacetonate or halide ion, and a dialkyl or diaryl sulphoxide as the catalyst system, in the presence of an organic acid having a pK value in the range of about 4.0 to about 6.5 and in an apolar aprotic organic solvent.Type: GrantFiled: March 16, 1999Date of Patent: March 6, 2001Assignee: Roche Vitamins Inc.Inventor: Werner Bonrath
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Patent number: 6191313Abstract: A process for the manufacture of dihydrocitral, a valuable intermediate, through the catalyzed rearrangement of dihydrodehydrolinalool by carrying out the rearrangement in the presence of a molybdenum compound of the general formula MoO2X2 wherein X signifies an acetylacetonate or halide ion, and a dialkyl or diaryl sulphoxide as the catalyst system, in the presence of an organic acid having a pK value in the range of about 4.0 to about 6.5 and in an aprotic organic solvent.Type: GrantFiled: March 29, 1999Date of Patent: February 20, 2001Assignee: Roche Vitamins Inc.Inventor: Werner Bonrath
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Patent number: 6018075Abstract: A process for the manufacture of a .gamma.-acetoxy-tiglic aldehyde by reacting a .gamma.-bromotiglic aldehyde or a .gamma.-chlorotiglic aldehyde with sodium acetate or potassium acetate in an organic solvent in the presence of a phase transfer catalyst.Type: GrantFiled: May 12, 1999Date of Patent: January 25, 2000Assignee: Roche Vitamins Inc.Inventors: Bruno Burdet, Paul Nosberger, August Ruttimann
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Patent number: 5977415Abstract: This invention provides a method for preparing 3,3-dimethylbutyraldehyde from a tert-butyl cation precursor and vinyl chloride. The tert-butyl cation precursor is contacted with vinyl chloride in the presence of an inorganic acid, and the product is allowed to react with water to form 3,3-dimethylbutyraldehyde.Type: GrantFiled: August 20, 1998Date of Patent: November 2, 1999Assignee: The NutraSweet CompanyInventors: Indra Prakash, Zhi Guo
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Patent number: 5786518Abstract: A novel process for the manufacture of a .gamma.-halotiglic aldehyde HalH.sub.2 C--CH.dbd.C(CH.sub.3)--CHO ?I!, wherein Hal signifies chlorine or bromine, comprises haloalkoxylating a 1-alkoxy-2-methyl-1,3-butadiene H.sub.2 C.dbd.CH--C(CH.sub.3).dbd.CH--OR.sup.1 ?II!, wherein R.sup.1 signifies C.sub.1-4 -alkyl, using a particular halogenating agent in a C.sub.1-4 -alkanol (R.sup.2 OH) and hydrolyzing the thus-obtained .gamma.-halotiglic aldehyde dialkyl acetal HalH.sub.2 C--CH.dbd.C(CH.sub.3)--CH(OR.sup.1)(OR.sup.2) ?III! to the desired .gamma.-chloro- or .gamma.-bromotiglic aldehyde I. The halogenating agent used in this process is selected from an alkali metal hypochlorite, an alkali metal hypobromite, an alkaline earth metal hypochlorite, an alkaline earth metal hypobromite, tert.butyl hypochlorite, N-bromoacetamide, 1.3-dichloro-5,5-dimethylhydantoin and 1,3-dibromo-5,5-dimethylhydantoin. Further aspects of the present invention are the use of the thus-manufactured .gamma.Type: GrantFiled: August 1, 1997Date of Patent: July 28, 1998Assignee: Roche Vitamins Inc.Inventors: Bruno Burdet, Paul Nosberger, August Ruttimann
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Patent number: 5210318Abstract: A process for producing a 1,3-diol, e.g., 1,3-propanediol, and/or a 3-hydroxyaldehyde, e.g., 3-hydroxypropionaldehyde, is disclosed which comprises contacting a combination of an epoxide, carbon monoxide and hydrogen in the presence of a rhodium-containing catalyst composition effective to promote the hydroformylation of the epoxide at conditions effective to form at least one of a 1,3-diol and a 3-hydroxyaldehyde. The rhodium-containing catalyst composition comprises an anionic rhodium-containing complex. A promoter component is preferably provided to enhance at least one of the rate and selectivity of the epoxide hydroformylation reaction Rhodium-containing compositions and a processes for producing rhodium-containing compositions are also disclosed.Type: GrantFiled: March 18, 1991Date of Patent: May 11, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: John R. Briggs, John M. Maher, Arnold M. Harrison
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Patent number: 5196608Abstract: The present invention relates to the use of an allylchloride of the general formula ##STR1##wherein R is a C.sub.1 -C.sub.12 alkyl group or a C.sub.2 -C.sub.12 alkenyl group, which groups may be substituted with one or more substitutents selected from the group consisting of C.sub.1 -C.sub.4 alkoxy, halogen, unsubstituted phenyl and substituted phenyl; a (trihydrocarbyl)silyl group; a (dihydrocarbyl) (hydrocarbyloxy)silyl group; or a dihydropyran-2-yl group, a tetrahydropyran-2-yl group, a dihydrofur-2-yl group or a tetrahydrofur-2-yl group, which groups may be substituted with C.sub.1 -C.sub.6 alkyl;for preparing an aldehyde compound via an intermediate alcohol compound.The invention further relates to a new allylchloride.Type: GrantFiled: December 2, 1991Date of Patent: March 23, 1993Assignee: Duphar International Research B.V.Inventors: Gerrit J. Lagerweij, Cornelis Bakker, Monique E. A. De Bruin-Van Der Flier
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Patent number: 5169974Abstract: The invention concerns a novel process for the manufacture of various aryloxyaliphatic aldehydes and related arylthio analogues, which are useful as chemical intermediates. The process involves reacting a dihalogenohydroxyalkane of the formula: HO.C(R.sup.2).sub.2.CHX.sub.2 wherein R.sup.2 is alkyl and X is chloro or bromo with a phenol or thiophenol in the presence of base and is applicable to large scale use.Type: GrantFiled: October 20, 1989Date of Patent: December 8, 1992Assignee: Imperial Chemical Industries PLCInventors: Gregory D. Harris, Stanley A. Lee
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Patent number: 5126447Abstract: A process for preparing a .beta.-lactam derivative of formula (2) and/or the corresponding enol tautomer, which includes oxidizing an alkenyl-substituted .beta.-lactam derivative of formula (1) in the presence of a ruthenium catalyst or a rhenium catalyst using a periodic acid: ##STR1## wherein R.sup.1 is a hydrogen atom, a C.sub.1-4 alkyl group or a C.sub.1-4 haloalkyl group, R.sup.2 is a hydrogen atom, a C.sub.1-4 alkyl group or a phenyl group which may have a substituent, A is a group selected from ##STR2## wherein R.sup.3 is an amino group or a protected amino group, and R.sup.4 -R.sup.8 are as defined in the application.Type: GrantFiled: March 1, 1991Date of Patent: June 30, 1992Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Sigeru Torii, Hideo Tanaka, Masatoshi Taniguchi, Michio Sasaoka, Takashi Shiroi, Ryo Kikuchi, Yutaka Kameyama
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Patent number: 5053550Abstract: Formylcyclopropane (I) ##STR1## is prepared by cyclization of 4-chlorobutanal by means of an aqueous mineral base by a method in which the reaction is carried out at 50.degree.-150.degree. C. in a liquid two-phase system consisting of an aqueous phase and a water-immiscible organic phase, and the formylcyclopropane is removed continuously from the reaction mixture.Type: GrantFiled: June 4, 1990Date of Patent: October 1, 1991Assignee: BASF AktiengesellschaftInventors: Thomas Kuekenhoener, Norbert Goetz
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Catalysts for producing 1,3-diols and/or 3-hydroxyaldehydes, and processes for making and using same
Patent number: 5030766Abstract: A process for producing a 1,3-diol, e.g., 1,3-propanediol, or a 3-hydroxyaldehyde is disclosed which comprises contacting a combination of an epoxide, carbon monoxide and hydrogen in the present of a rhodium-containing catalyst effective to promote the hydroformylation of the epoxide at conditions effective to form at least one of a 1,3-diol and a 3-hydroxyaldehyde, the contacting occurring in the substantial absence of a promoting amount of alkali metal ions, and at least a portion of the rhodium-containing catalyst being formed substantially without incorporation of the epoxide. A process for producing such rhodium-containing compositions is also disclosed.Type: GrantFiled: May 4, 1990Date of Patent: July 9, 1991Assignee: Technology CorporationInventors: John R. Briggs, John M. Maher, Arnold M. Harrison -
Patent number: 5008462Abstract: A method for preparing a monochloroacetaldehyde trimer in a high yield is here disclosed which comprises the steps of dissolving, in an organic solvent, a solution containing monochloroacetaldehyde as the main component, and then trimerizing monochloroacetaldehyde in the presence of sulfuric acid. The thus prepared monochloroacetaldehyde trimer can be heated at 120.degree. C. under atmospheric pressure to obtain pure monochloroacetaldehyde.Type: GrantFiled: November 8, 1989Date of Patent: April 16, 1991Assignee: Kureha Chemical Industry Co., Ltd.Inventors: Makoto Ishizuka, Takashi Wakasugi
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Patent number: 4745229Abstract: A process for preparing .alpha.,.beta.-unsaturated aldehydes of the general formula (I) ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 are independently a hydrogen atom, or an alkyl or alkenyl group with or without being substituted with a lower acyloxy group. The aldehyde of the general formula (I) is prepared by reaction between an allylic chloride of the following general formula (IIa) ##STR2## in which R.sup.1, R.sup.2 and R.sup.3 have, respectively, the same meanings as defined above, and an amine oxide selected from the group consisting of tri(lower alkyl)amine N-oxides of the formula,R.sub.3.sup.4 N.sup.+ O.sup.-,in which R.sup.4 represents a lower alkyl group having from 2 to 4 carbon atoms, and N-lower alkylmorpholine N-oxides of the following formula ##STR3## in which R.sup.5 represents a lower alkyl group having from 1 to 4 carbon atoms. Alternatively, the aldehyde of the formula (I) is obtained by reaction between an allylic chloride of the following general formula (IIb) ##STR4## in which R.sup.Type: GrantFiled: February 13, 1987Date of Patent: May 17, 1988Assignee: Kuraray Company Ltd.Inventors: Junzo Otera, Shigeaki Suzuki, Takashi Onishi, Yoshiji Fujita
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Patent number: 4472577Abstract: A process for the production of an .alpha.-hydroxy-phosphonic acid ester of the general formula ##STR1## in which R represents an optionally substituted aryl or heteroaryl group, andR.sup.1 and R.sup.2 independently of each other represent an alkyl or phenyl group, or together represent an alkanediyl (alkylene) radical,comprising reacting .alpha.-oxo-phosphonic acid esters with hydrogen in the presence of a hydrogenation catalyst. The .alpha.-hydroxy-phosphonic acid esters of formula (I) are intermediate products for the production of pesticides.Type: GrantFiled: July 15, 1982Date of Patent: September 18, 1984Assignee: Bayer AktiengesellschaftInventor: Reinhard Lantzsch
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Patent number: 4471118Abstract: A process for the preparation of an aldehyde of the formulaR--CHO (I)in which R is an optionally substituted alkyl, alkenyl, alkinyl, cycloakyl, cycloalkenyl, aralkyl, aralkenyl, aryl or heteroaryl radical, comprising heating an .alpha.-hydroxyphosphonic acid ester of the formula ##STR1## the aldehyde of the formula (I) can be used as an intermediate in the production of pest-combating agents.Type: GrantFiled: July 15, 1982Date of Patent: September 11, 1984Assignee: Bayer AktiengesellschaftInventor: Reinhard Lantzsch
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Patent number: 4356328Abstract: Acetaldehyde is produced by reacting acetic anhydride with hydrogen in the presence of a supported Group VIII noble metal catalyst wherein the reaction is carried out in the liquid phase.Type: GrantFiled: October 6, 1980Date of Patent: October 26, 1982Assignee: The Halcon SD Group, Inc.Inventor: David Moy
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Patent number: 4329512Abstract: Acetaldehyde is produced by reacting acetic anhydride with hydrogen in the presence of a Group VIII noble metal catalyst wherein the reaction is carried out in the liquid phase but the reaction is maintained under boiling conditions and the entire reaction effluent is in vapor form.Type: GrantFiled: October 6, 1980Date of Patent: May 11, 1982Assignee: The Halcon SD Group, Inc.Inventor: David Moy
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Patent number: 4319043Abstract: The invention relates to the production of oxygenated organic compounds comprising alcohols, aldehydes, ethers and salts of carboxylic acids. Prior art processes for the production of ethanol in particular involve the use of elevated temperatures and pressures. Milder conditions can be used in the process of the invention in which either a mercury compound of formula (R.sup.1 OCHR.sup.2 CHR.sup.3 Hg).sub.n X (I), wherein X is an organic or inorganic anion, n is an integer equal to the valency of the anion, R.sup.2 and R.sup.3 are independently a hydrogen atom or an alkyl group and R.sup.1 is a hydrogen atom, an alkyl group or the group --(--CHR.sup.2 CHR.sup.3 Hg).sub.n X, or the precursors of the compound (I), with a catalyst comprising a complex containing a metal of Group VIII, particularly rhodium, in the presence of a liquid reagent containing an active acidic hydrogen atom. A particularly suitable rhodium complex is one having the formula:[Rh(C.sub.5 Me.sub.5).sub.2 (OH).sub.3 ]Cl.xH.sub.Type: GrantFiled: March 26, 1980Date of Patent: March 9, 1982Assignees: University of Sheffield, BP Chemicals LimitedInventors: John Cook, Peter M. Maitlis
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Patent number: 4317937Abstract: Bis-(1-bromo-2,3,3-trichloro-2-propenyl) ether of the formula ##STR1## is produced by reacting bis-(2,3,3-trichloro-2-propenyl) ether of the formula ##STR2## with bromine under irradiation with light. The end product as produced may be steam distilled in situ, thereby recovering 2,3,3-trichloroacrolein.Type: GrantFiled: January 7, 1980Date of Patent: March 2, 1982Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Junichi Saito, Toyohiko Kume
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Patent number: 4211727Abstract: Carboxylic acid halides are reduced to the corresponding aldehydes using zinc borohydride or cadmium borohydride as the reducing agent.Type: GrantFiled: March 15, 1979Date of Patent: July 8, 1980Assignee: Shell Oil CompanyInventors: Ian D. Entwistle, Robert A. W. Johnstone