Patents Examined by Bernard Helfin
  • Patent number: 4508925
    Abstract: There is disclosed a novel process for preparing a number of cinnamaldehyde derivatives. These cinnamaldehyde derivatives can be reduced to dihydrocinnamaldehyde derivatives, a number of which are commercially important in the preparation of fragrances. The invention is also directed to a number of novel intermediates and their preparation.
    Type: Grant
    Filed: November 9, 1983
    Date of Patent: April 2, 1985
    Assignee: Givaudan Corporation
    Inventors: Yvo Crameri, Paul A. Ochsner, Peter Schudel
  • Patent number: 4507491
    Abstract: To prepare a 1-nitrobenzene-2-alkyloxycarbonyl-5-carboxylic acid, a dialkyl benzene-1,4-dicarboxylate is first nitrated in a customary manner and the dialkyl 1-nitrobenzene-2,5-dicarboxylate compound obtained is subjected to a partial acidic ester hydrolysis without isolating the nitro compound prepared as an intermediate. The acidic ester hydrolysis is carried out in the presence of a catalytic amount of an organic solvent which is completely or partially miscible with water and has a boiling point of above 90.degree. C. and/or of an emulsifier; it is preferably carried out at a temperature between 65.degree. and 110.degree. C.
    Type: Grant
    Filed: November 29, 1982
    Date of Patent: March 26, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner Wykypiel, Wolfgang Tronich
  • Patent number: 4507492
    Abstract: Allyl derivatives of phenols, thiophenols and arylamines are prepared by contacting such aromatic reactant with an allyl lower alkyl carbonate in the presence of a molybdenum, tungsten or Group VIII metal.
    Type: Grant
    Filed: May 6, 1983
    Date of Patent: March 26, 1985
    Assignee: The Dow Chemical Company
    Inventor: Edmund P. Woo
  • Patent number: 4507318
    Abstract: The present invention concerns new derivatives of 1-aryl 2-aminomethyl cyclopropane carboxylates (Z), their preparation and their use as useful drugs for the treatment of various pains.The new derivatives of the present invention have the general formula I ##STR1## in which: R represents a hydrogen or halogen atom, a C.sub.1 to C.sub.4 lower alkyl group, a C.sub.1 to C.sub.4 lower alkoxy group, or a nitro, amino, sulfamoyl or hydroxy group;n represents the values 1, 2 or 3;(R).sub.n may together with the benzene ring also form the naphthyl group;R.sub.1 represents a linear or branched C.sub.1 to C.sub.5 alkyl or alkenyl group or an aryl or benzyl group;R.sub.2 and R.sub.3 represent a hydrogen atom, a linear or branched C.sub.1 to C.sub.5 alkyl, alkenyl, alkynyl, hydroxyalkyl, alkoxyalkyl, carboxyalkyl or dialkylaminoalkyl group or an aryl, arylalkyl or cycloalkyl group;R.sub.2 and R.sub.3 possibly also forming a heterocycle of 5 or 6 members with the adjacent nitrogen atom,provided however that when R.sub.
    Type: Grant
    Filed: June 22, 1982
    Date of Patent: March 26, 1985
    Assignee: Pierre Fabre S.A.
    Inventors: Henri Cousse, Gilbert Mouzin, Bernard Bonnaud, Marie Charveron, Francois Fauran
  • Patent number: 4506102
    Abstract: 2-Methoxyethyl cyclododec-1-enyl ether is of interest as a precursor for the saturated ether, 2-methoxyethyl cyclododecyl ether, which can be obtained therefrom by catalytic hydrogenation, in a high purity and with a good fragrance quality. The saturated ether is a valuable fragrance component having a woody note. A process for producing 2-methylethyl cyclododec-1-enyl ether comprises the step of reacting cyclododecanone, 2-methoxyethanol and a tri(lower alkyl) orthoformate, at a temperature of 50.degree.-250.degree. C., in the presence of an acid catalyst, removing resultant low-boiling compounds by distillation, and recovering resultant 2-methoxyethyl cyclododec-1-enyl ether.
    Type: Grant
    Filed: May 27, 1983
    Date of Patent: March 19, 1985
    Assignees: Chemische Werke Huls AG, Naarden International N.V.
    Inventors: Manfred Kaufhold, Hendrik J. Takken
  • Patent number: 4506105
    Abstract: A process for preparing cyclooctene-4-ol-1 with a content in excess of 70% by reacting cyclooctadiene-1,5 with formic acid and then saponifying or transesterifying the cyclooctenyl formate with an alcohol of low boiling point.In the absence of a catalyst, formic acid is reacted with cyclooctadiene-1,5 at 50.degree. to 200.degree. C., preferably 95.degree. to 105.degree. C. The reaction product without further processing is directly distilled, and the formic acid ester so obtained is transesterified with an alcohol of low boiling point into the formate of that alcohol and into cyclooctene-4-ol-1.
    Type: Grant
    Filed: August 4, 1983
    Date of Patent: March 19, 1985
    Assignee: Chemische Werke Huls AG
    Inventor: Manfred Kaufhold
  • Patent number: 4506089
    Abstract: Methyl m-nitrobenzoate is prepared by a process in which an isomer mixture is treated with from 10 to 1000% by weight of water in the presence of from 0.05 to 20% by weight of an emulsifier, the percentages being based on the weight of the isomer mixture,(a) in a first stage at from 55.degree. to 100.degree. C. and a pH from 2 to 8 and then(b) in a second stage at from 10.degree. to 40.degree. C. and a pH of not less than 9.The methyl m-nitrobenzoate obtainable by the process of the invention is a useful starting material for the preparation of dyes and crop protection agents.
    Type: Grant
    Filed: March 6, 1984
    Date of Patent: March 19, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Alfred Hackenberger, Manfred Patsch, Manfred Gaeng
  • Patent number: 4504421
    Abstract: An acetal is produced at a high yield and a high selectivity by contacting an olefin and an alcohol with each other in the presence of (a) a nitrite, (b) a platinum group metal or the salts thereof and (c) a halide at a high reaction rate without requirement of any troublesome operations for the separation, recovery and regeneration of the catalyst.
    Type: Grant
    Filed: March 16, 1983
    Date of Patent: March 12, 1985
    Assignee: Ube Industries, Ltd.
    Inventors: Kanenobu Matsui, Shinichiro Uchiumi, Akira Iwayama, Takashi Umezu
  • Patent number: 4504422
    Abstract: An acetal is produced at a high yield and a high selectivity by contacting an olefin and an alcohol with each other in the presence of (a) a nitrite, (b) a platinum group metal or the salts thereof and (c) a halide at a high reaction rate without requirement of any troublesome operations for the separation, recovery and regeneration of the catalyst.
    Type: Grant
    Filed: March 16, 1983
    Date of Patent: March 12, 1985
    Assignee: Ube Industries, Ltd.
    Inventors: Kanenobu Matsui, Shinichiro Uchiumi, Akira Iwayama, Takashi Umezu
  • Patent number: 4503263
    Abstract: The invention concerns a process for the preparation of aliphatic ethers by reacting the corresponding alcohol and/or olefin over a superacid catalyst.
    Type: Grant
    Filed: September 2, 1982
    Date of Patent: March 5, 1985
    Assignee: Atochem
    Inventor: George A. Olah
  • Patent number: 4503264
    Abstract: A process is disclosed for producing methyl tert.-butyl ether wherein n-butane is isomerized to isobutane which is then catalytically dehydrogenated to form an isobutane/isobutene mixture, while natural gas is reformed to form synthesis gas containing CO and H.sub.2 which is in turn converted to methanol, the resulting methanol and isobutene in the isobutane/isobutene mixture being etherified to form methyl tert.-butyl ether. Isobutane is then separated from the resulting etherification mixture and is recycled to the dehydrogenation stage.
    Type: Grant
    Filed: August 16, 1982
    Date of Patent: March 5, 1985
    Assignee: Davy McKee AG
    Inventor: Ghazi R. Al-Muddarris
  • Patent number: 4501705
    Abstract: An acetal is produced at a high yield and a high selectivity by contacting an olefin and an alcohol with each other in the presence of (a) a nitrite, (b) a platinum group metal or the salts thereof and (c) a halide at a high reaction rate without requirement of any troublesome operations for the separation, recovery and regeneration of the catalyst.
    Type: Grant
    Filed: June 14, 1983
    Date of Patent: February 26, 1985
    Assignee: Ube Industries, Ltd.
    Inventors: Kanenobu Matsui, Shinichiro Uchiumi, Akira Iwayama, Takashi Umezu
  • Patent number: 4500721
    Abstract: A process for producing benzaldehydes by catalytic reduction of benzonitriles in the presence of an acid using a Raney nickel catalyst pretreated with a copper salt is disclosed.
    Type: Grant
    Filed: February 23, 1983
    Date of Patent: February 19, 1985
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Hiroshi Yamachika, Hirotoshi Nakanishi
  • Patent number: 4500738
    Abstract: Alkoxymethyl protecting groups for organic hydroxyl substituents may be introduced into the desired compounds by acetal exchange between an alkylal and an alcohol in the presence of phosphorus oxychloride and dimethylformamide.
    Type: Grant
    Filed: December 8, 1983
    Date of Patent: February 19, 1985
    Assignee: American Home Products Corporation
    Inventor: Henry G. Schouten
  • Patent number: 4498922
    Abstract: Substituted N-aminomethylhaloacetanilides of the formula ##STR1## where R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.2 -alkyl, R.sup.3 is hydrogen or C.sub.1 -C.sub.4 -alkyl, R.sup.4 is cyano or --CO--NH.sub.2, R.sup.5 is C.sub.1 -C.sub.6 -alkyl and X is halogen, are used for controlling undesirable plant growth.
    Type: Grant
    Filed: July 23, 1982
    Date of Patent: February 12, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl Eicken, Wolfgang Rohr, Bruno Wuerzer
  • Patent number: 4499310
    Abstract: A process and intermediates for preparing 6-(lower alkoxy)-5-(trifluoromethyl)-1-naphthalenecarboxylic acid derivatives are disclosed. The derivatives are useful for preparing aldose reductase inhibitors. With reference to the process, 1,1,1-trifluoro-5-(2-methylphenyl)-2,3-pentadione 3-oxime is cyclized to give a key intermediate 3,4-dihydro-1-hydroxy-5-methyl-1-(trifluoromethyl)-2(1H)-naphthalenone oxime; and 3,4-dihydro-1-hydroxy-5-methyl-1-(trifluoromethyl)-2(1H)-naphthalenone is aromatized to 5-methyl-1-(trifluoromethyl)-2-naphthalenol with a dehydrating agent.
    Type: Grant
    Filed: June 22, 1983
    Date of Patent: February 12, 1985
    Assignee: Ayerst, McKenna & Harrison, Inc.
    Inventors: Kazimir Sestanj, Steven Fung, Nedumparambil A. Abraham, Francesco Bellini
  • Patent number: 4499311
    Abstract: The effluent stream from a process for producing phenolic compounds is reacted with an aldehyde in the presence of a base to form a water soluble resol which is useful in enhanced oil recovery.
    Type: Grant
    Filed: December 2, 1982
    Date of Patent: February 12, 1985
    Assignee: General Electric Company
    Inventors: Clifford L. Spiro, Edward J. Lamby
  • Patent number: 4496756
    Abstract: A enolizable organic compound, such as benzyl chloride, is reacted with an acid amide, an alcohol, carbon monoxide, and hydrogen in a homogeneous reaction mixture containing a cobalt carbonylation catalyst, an alkali metal alcoholate, and methyl isobutyl ketone so as to form an N-acylamino acid ester such as N-acetyl-D,L-phenylalanine methyl ester.
    Type: Grant
    Filed: September 1, 1983
    Date of Patent: January 29, 1985
    Assignee: Ethyl Corporation
    Inventor: Dennis P. Bauer
  • Patent number: 4496755
    Abstract: A manufacturing method is described for the preparation of optically active 1-(6-methoxy-2-naphthyl)-2-(alkoxycarbonyl)amino-1-propanone, its derivatives and their halo analogs. The optically active 1-(6-methoxy-2-naphthyl)-2-(alkoxycarbonyl)amino-1-propanone, its derivatives and their halo analogs are useful intermediates in the preparation of 2-(6-methoxy-2-naphthyl)propionic acid, which is useful as pharmaceutical, e.g. antiinflammatory, analgesic and anti-pyretic agents.
    Type: Grant
    Filed: March 28, 1983
    Date of Patent: January 29, 1985
    Assignee: Sagami Chemical Research Center
    Inventors: Genichi Tsuchihashi, Shuichi Mitamura, Koji Kitajima, Kumi Kobayashi
  • Patent number: 4496771
    Abstract: There is described a process for preparing the compound 1-decyloxy-4-[(7-oxa-4-octynyl)-oxy]-benzene consisting in condensing methyl-propargyl-ether with 1-bromo-3-chloro-propane and in reacting the resulting intermediate with 4-decyloxy-phenol in the presence of an alkaline hydroxide.The process can be carried out also without purifying the intermediate obtained from the first reaction.
    Type: Grant
    Filed: March 3, 1983
    Date of Patent: January 29, 1985
    Assignee: Montedison S.p.A.
    Inventors: Pietro Massardo, Franco Bettarini, Ennio Bianchini, Paulo Piccardi