Six-membered Alicyclic Ring Containing Patents (Class 568/822)
  • Patent number: 5017711
    Abstract: New 4,4,5,8-tetramethyl-1-oxaspiro[2.5]octane. A process for its preparation starting from 2,2,3,6-tetramethyl-1-cyclohexanone is described.4,4,5,8-Tetramethyl-1-oxaspiro[2.5]octane is a useful raw material for the preparation of 2,2,3,6-tetramethyl-cyclohexane-carbaldehyde, a key intermediate for the synthetis of valuable fragrance ingredients.
    Type: Grant
    Filed: December 13, 1989
    Date of Patent: May 21, 1991
    Assignee: Firmenich S.A.
    Inventors: Christian Chapuis, Christian Margot, Karl-Heinrich Schulte-Elte, Herve Pamingle
  • Patent number: 4999090
    Abstract: A process of preparing industrially trans-1,4-cyclohexanedimethanol of high purity by distilling a mixture of cis- and trans-1,4-cyclohexanedimethanol in the presence of alkali, or by heating a mixture of cis- and trans-1,4-cyclohexanedimethanol in the presence of alkali and then distilling the heated mixture, and a process of preparing powdered trans-1,4-cyclohexanedimethanol by pulverizing the distillate obtained above.
    Type: Grant
    Filed: July 5, 1989
    Date of Patent: March 12, 1991
    Assignee: Towa Chemical Industry Co., Ltd.
    Inventors: Yoshiaki Tateno, Susumu Yoneda, Naoki Okamoto, Yoshibumi Ishii, Kazuaki Kato
  • Patent number: 4987236
    Abstract: Provided herein is an optically active alcohol having a silyl group, stannyl group, or halogen atom at the .gamma.-position, selected from compounds represented by the general formula [I], ##STR1## the general formula [II], ##STR2## the general formula [III], ##STR3## and the general formula [IV], ##STR4## (where, R denotes a C.sub.1 -C.sub.10 substituted or unsubstituted alkyl group or substituted or unsubstituted phenyl group; A denotes a silyl group represented by ##STR5## a stannyl group represented by ##STR6## or a halogen atom, R.sup.1, R.sup.2, and R.sup.3 are substituted or unsubstituted C.sub.1 -C.sub.10 alkyl groups or substituted or unsubstituted phenyl group, which may be the same or different, provided that this does not apply in the case where A represents a stannyl group or halogen atom in the general formulas [III] and [IV].); a process for producing the same, and a process for resolving the optically active alcohol into isomers of high optical purity.
    Type: Grant
    Filed: November 17, 1989
    Date of Patent: January 22, 1991
    Assignee: Nissan Chemical Industries, Ltd.
    Inventor: Fumie Sato
  • Patent number: 4968848
    Abstract: A process for the preparation of perfluoroalkyl compounds which comprises reacting a perfluoroalkyl-trimethylsilane of the general formula (CH.sub.3).sub.3 Si-C.sub.n F.sub.2n+1 (I), wherein the group C.sub.n F.sub.2n+1 represents a perfluoroalkyl group having from 1 to 6 carbon atoms, with a carbonyl compound of the general formula F.sup.1 --CO--R.sup.2 (II), wherein R.sup.1 represents a hydrocarbon group or hydrogen and R.sup.2 represents a hydrocarbon group, a perfluoroalkyl group or a perfluoroaryl group, but wherein R.sup.1 and R.sup.2 together may also be part of an alicyclic ring system, in the presence of a salt-like fluoride--which is at least partially soluble in the reaction medium--as a catalyst to yield a silylether of the formula ##STR1## and isolating this compound or hydrolyzing it to yield an alcohol of the formula IV ##STR2## The invention also relates to pentafluoroethyl trimethylsilane (CH.sub.3).sub.3 Si--CF.sub.2 CF.sub.3 and a process for the preparation of this compound.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: November 6, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Alfred Kruse, Gunter Siegemund, Axel Schumann
  • Patent number: 4965364
    Abstract: An osmium-catalyzed method of addition to an olefin. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, water, an amine oxide an osmium-containing compound and, optionally a tetraalkyl ammonium compound are combined. In the method of asymmetric oxyamination of the present invention, an olefin, a chiral ligand, an organic solvent, water, an amine derivative, an osmium-containing compound and, optionally, a tetraalkyl ammonium compound are combined. In the method of asymmetric diamination of the present invention, an olefin, a chiral ligand, an organic solvent, a metallo-chloramine derivative or an amine derivative and an osmium-containing compound are combined. In one embodiment, an olefin, a chiral ligand which is a dihydroquinidine derivative or a dihydroquinine derivative, acetone, water, N-methyl morpholine N-oxide and osmium tetroxide are combined to effect asymmetric dihydroxylation of the olefin.
    Type: Grant
    Filed: September 28, 1988
    Date of Patent: October 23, 1990
    Assignee: Massachusetts Institute of Technology
    Inventors: Istvan E. Marko, K. Barry Sharpless
  • Patent number: 4962242
    Abstract: A process for producing an optically active alcohol represented by formula (I): ##STR1## wherein R.sub.1 is an alkyl group having from 2 to 11 carbon atoms, an alkenyl group having from 3 to 11 carbon atoms, an alkadienyl group having from 6 to 11 carbon atoms, a cyclohexyl group, an cyclohexylmethyl group, or a cyclohexylethyl group, provided that the olefin in the alkenyl group or alkadienyl group is not conjugated to the olefin at the 2-position thereof; and * means an asymmetric carbon atom,is disclosed, comprising subjecting an olefinic alcohol represented by formula (II): ##STR2## wherein R.sub.1 is the same as defined above to asymmetric hydrogenation in the presence of, as a catalyst, a ruthenium-optically active phosphine complex.According to the process of the invention, the desired optically active alcohols which are useful not only as intermediates for the manufacture of perfumes and vitamin E but also as liquid crystal materials can be produced with high optical purities.
    Type: Grant
    Filed: June 25, 1987
    Date of Patent: October 9, 1990
    Assignee: Takasago Perfumery Co., Ltd.
    Inventors: Nobuo Yamada, Toshiyuki Takezawa, Noboru Sayo, Misao Yagi, Hidenori Kumobayashi, Susumu Akutagawa, Hidemasa Takaya, Shinichi Inoue, Ryoji Noyori
  • Patent number: 4958033
    Abstract: A process for preparing an alcohol of the formula: ##STR1## by reacting a carbonyl compound of the formula: ##STR2## or an oxirane of the formula: ##STR3## magnesium and a propargyl halide of the formula: ##STR4## followed by hydrolysis, characterized in that the carbonyl compound (II) or the oxirane compound (III) and the propargyl halide (IV) are reacted simultaneously with magnesium in an inert solvent in the presence of zinc or a halide thereof.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: September 18, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yukihisa Takisawa, Nobuharu Kono, Kenji Saito, Hiroshi Yamachika
  • Patent number: 4933508
    Abstract: A method for producing a cycloalkanol, which comprises oxidizing a cycloalkane with a molecular oxygen-containing gas in a liquid phase in the presence of a catalyst, wherein an aromatic nitro compound is present in the oxidation reaction system.
    Type: Grant
    Filed: September 23, 1988
    Date of Patent: June 12, 1990
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Haruo Habu, Kouji Watanabe, Takeshi Matsuoka
  • Patent number: 4902812
    Abstract: Provided herein is an optically active alcohol having a silyl group, stannyl group, or halogen atom at the .gamma.-position, selected from compounds represented by the general formula [I], ##STR1## the general formula [II], ##STR2## the general formula [III], ##STR3## and the general formula [IV], ##STR4## (where, R denotes a C.sub.1 -C.sub.10 substituted or unsubstituted alkyl group or substituted or unsubstituted phenyl group; A denotes a silyl group represented by ##STR5## a stannyl group represented by ##STR6## or a halogen atom. R.sup.1, R.sup.2, and R.sup.3 are substituted or unsubstituted C.sub.1 -C.sub.10 alkyl groups or substituted or unsubstituted phenyl group, which may be the same or different, provided that this does not apply in the case where A represents a stannyl group or halogen atom in the general formulas [III] and [IV].); a process for producing the same, and a process for resolving the optically active alcohol into isomers of high optical purity.
    Type: Grant
    Filed: July 30, 1987
    Date of Patent: February 20, 1990
    Assignee: Nissan Chemical Industries, Ltd.
    Inventor: Fumie Sato
  • Patent number: 4894487
    Abstract: This invention relates to a novel preparation process of 4-(4-hydroxyphenyl)-cyclohexanol, which comprises subjecting 4-(4-hydroxphenyl)-3-cyclohexen-1-ol to reduction. 4-(4-Hydroxyphenyl)-cyclohexanol is a compound useful as a monomer for liquid crystalline polyesters and the like.
    Type: Grant
    Filed: August 4, 1988
    Date of Patent: January 16, 1990
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Tohru Miura, Masayuki Furuya, Teruyuki Nagata
  • Patent number: 4886919
    Abstract: A process for the gas phase hydrogenation of unsaturated trisubstituted monoesters to the saturated trisubstituted alcohols using a Zn.sub.a Cu.sub.b X.sub.c Ni.sub.d O.sub.e reduced catalyst.
    Type: Grant
    Filed: November 25, 1987
    Date of Patent: December 12, 1989
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventors: Ernesto Vera-Castaneda, John E. Logsdon
  • Patent number: 4885409
    Abstract: Process for the hydrogenation of bis-phenols by reacting bis-phenols with hydrogen in the presence of a catalytic system consisting of palladium supported on activated carbon.
    Type: Grant
    Filed: May 4, 1988
    Date of Patent: December 5, 1989
    Assignee: Montedison S.p.A.
    Inventors: Andrea Gardano, Francesco Casagrande, Marco Foa, Guido Petrini, Riccardo Barisone, Lawrence Chapoy
  • Patent number: 4877907
    Abstract: A novel compound, 4-(4-hydroxyphenyl)-3-cyclohexene-1-ol, and a novel preparation process of 4,4'-biphenol by using the novel compound as the raw material.4-(4-Hydroxyphenyl)-3-cyclohexene-1-ol can be obtained by conducting a thermal decomposition reaction of 4,4-bis(4-hydroxyphenyl)cyclohexanol. 4,4'-Biphenol can be industrially manufactured by conducting a dehydrogenation reaction of 4-(4-hydroxyphenyl)-3-cyclohexene-1-ol.
    Type: Grant
    Filed: April 14, 1989
    Date of Patent: October 31, 1989
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Tohru Miura, Teruyuki Nagata, Koju Okazaki, Masayuki Furuya, Emiko Nishida
  • Patent number: 4873374
    Abstract: A novel compound, 4-(4-hydroxyphenyl)-3-cyclohexene-1-ol, and a novel preparation process of 4,4'-biphenol by using the novel compound as the raw material.4-(4-Hydroxyphenyl)-3-cyclohexene-1-ol can be obtained by conducting a thermal decomposition reaction of 4,4-bis(4-hydroxyphenyl)cyclohexanol. 4,4'-Biphenol can be industrially manufactured by conducting a dehydrogenation reaction of 4-(4-hydroxyphenyl)-3-cyclohexene-1-ol.
    Type: Grant
    Filed: April 6, 1988
    Date of Patent: October 10, 1989
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Tohru Miura, Teruyuki Nagata, Koju Okazaki, Masayuki Furuya, Emiko Nishida
  • Patent number: 4868339
    Abstract: Multimethyl cyclohexene or cyclohexane derivatives having woody, spicy, amber or violet odors are disclosed. The derivatives can be formulated into perfurmes, talcs, lotions, cremes and air fresheners.
    Type: Grant
    Filed: September 23, 1987
    Date of Patent: September 19, 1989
    Assignee: BASF K & F Corporation
    Inventors: Philip A. Christenson, Brian J. Drake
  • Patent number: 4855460
    Abstract: A process for the preparation of perfluoroalkylated ketones and/or perfluoroalkylated alcohols, comprising the step of contacting a perfluoroalkyl iodide or perfluoroalkyl bromide with an acid anhydride, in the presence of a metal chosen from zinc and cadmium.
    Type: Grant
    Filed: July 11, 1988
    Date of Patent: August 8, 1989
    Assignee: Rhone-Poulenc Chimie
    Inventors: Marc Tordeux, Claude Wakselman, Catherine Francese
  • Patent number: 4849550
    Abstract: A industrially excellent method for producing a cycloalkanol by the hydration of a cycloalkene having from 4 to 8 carbon atoms with an aromatic sulfonic acid as a catalyst which comprises carrying out said hydration in the presence of a phenol.
    Type: Grant
    Filed: March 24, 1988
    Date of Patent: July 18, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tamio Shirafuji, Itaru Kawata
  • Patent number: 4822925
    Abstract: Novel vicinal dioxyalkylene organometalates comprising a cation having a hydrocarbyl-containing substituent are disclosed. The vicinal dioxyalkylene organometalates can be reacted with water to yield alkylene glycols.
    Type: Grant
    Filed: February 6, 1987
    Date of Patent: April 18, 1989
    Assignee: Union Carbide Corporation
    Inventors: John R. Briggs, John H. Robson
  • Patent number: 4806694
    Abstract: Fluorine-containing polyols obtained by the free radical addition of a fluoro-olefin having the general formula: ##STR1## wherein Y represents F and Z represents Cl or F(CF.sub.2)n--wherein n is an integer from 0 to 10 or Y and Z together form a --(CF.sub.2)m-- chain wherein m represents an integer from 2 to 4 to a polyol wherein each hydroxyl group is directly attached to a group of the formula:--(CH.sub.2).sub.p O-- (2)wherein p is an integer of at least 4.
    Type: Grant
    Filed: September 10, 1987
    Date of Patent: February 21, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: Richard L. Powell, Brian Young
  • Patent number: 4705875
    Abstract: The present invention relates to novel compounds, vitamin supplements, diet pills, and methods for making the same. The vitamin supplements include one or more phytosterol esters, such as esters of sitosterol or stigmasterol, and/or one or more novel substiuted fructose compounds. The diet pills within the scope of the invention include antitrypsin, and may be combined with the vitamin supplements to provide diet vitamin supplements.
    Type: Grant
    Filed: April 1, 1986
    Date of Patent: November 10, 1987
    Inventor: David C. Mitchell
  • Patent number: 4691064
    Abstract: A method for producing cycloalkanols important as a material for caprolactam, adipic acid and the like, which comprises carrying out the catalytic hydration of a cycloalkene using as a catalyst an aromatic sulfonic acid having at least one hydroxyl or ether group and separating the resulting cycloalkanol from the reaction solution by extraction.
    Type: Grant
    Filed: November 12, 1986
    Date of Patent: September 1, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tamio Shirafuji, Itaru Kawata
  • Patent number: 4631147
    Abstract: Novel cycloalkan-1-ol derivatives having a formula (I): ##STR1## wherein R represents a hydrogen atom, lower alkyl group or an allyl group, and n is an integer of 3 or 4 provided that when n is 3, R is not a hydrogen atom or lower alkyl group, have a woody, green and earthy odor and may be prepared according to one of the following reaction formulae: ##STR2## where R.sub.1 represents a lower alkyl group or allyl group, M represents MgX or lithium atom, n is a value of 3 or 4, and X represents a halogen atom. ##STR3## The derivatives (I) may be blended with other perfumes to give perfume compositions and thus obtained compositions can be widely applied to various articles which require aromatizing such as perfumes, soaps, shampoos, hair rinses, cosmetics, hair sprays and the like.
    Type: Grant
    Filed: February 6, 1986
    Date of Patent: December 23, 1986
    Assignee: Kao Corporation
    Inventors: Kiyoshi Matsumoto, Yoshiaki Fujikura, Motoki Nakajima
  • Patent number: 4626602
    Abstract: Novel cycloaliphatic alcohols of formula ##STR1## wherein each of symbols R.sup.1 and R.sup.2 designates a methyl radical or wherein R.sup.1 designates an ethyl radical and R.sup.2 stands for a methyl radical or a hydrogen atom, possess useful fragrance properties and consequently can be used in the perfume industry.A process for their preparation starting from an allenic carbinol is disclosed.
    Type: Grant
    Filed: December 4, 1985
    Date of Patent: December 2, 1986
    Assignee: Firmenich SA
    Inventors: Karl-Heinrich Schulte-Elte, Herve Pamingle
  • Patent number: 4626381
    Abstract: Process for the preparation of an isomeric mixture of cis- and trans-1-(2,6,6-trimethylcyclohexyl)-hexan-3-ol according to a three-step pathway starting from trimethylcyclohexanone.
    Type: Grant
    Filed: December 17, 1985
    Date of Patent: December 2, 1986
    Assignee: Firmenich SA
    Inventor: Karl-Heinrich Schulte-Elte
  • Patent number: 4623750
    Abstract: Composition consisting of from less than 100% to more than about 80% of trans-1-(2,6,6-trimethylcyclohexyl)-hexan-3-ol and a definite amount, but not more than about 20%, of cis-1-(2,6,6-trimethylcyclohexyl)-hexan-3-ol.Process for preparing same from .beta.-cyclocitral via a three-, optionally, four-step pathway.Utilization of the said composition as effective perfume ingredient.
    Type: Grant
    Filed: February 28, 1984
    Date of Patent: November 18, 1986
    Assignee: Firmenich SA
    Inventors: Karl-Heinrich Schulte-Elte, Gunther Ohloff, Bernard L. Muller, Wolfgang K. Giersch
  • Patent number: 4599467
    Abstract: A process is provided for production of vicinal alkylene glycols by hydrolysis of an epoxyalkane having from 6 to 24 carbon atoms in the presence of water and a basic catalyst and under carbon dioxide pressures of from 100 to 300 bars and temperatures of from about 200.degree. C. to 350.degree. C. Also disclosed are homogeneous mixtures of epoxyalkanes and/or vicinal alkylene glycols having from 6 to 24 carbon atoms, water, a basic catalyst and carbon dioxide in an amount corresponding to a carbon dioxide partial pressure of from about 100 to 300 bars, provided at temperatures from about 200.degree. C. to 350.degree. C. The process provides high yields, selectivities and reaction velocities and the resulting products are of high purity.
    Type: Grant
    Filed: April 10, 1985
    Date of Patent: July 8, 1986
    Assignee: AKZO NV
    Inventors: Hilde Kersten, Gerhard Meyer
  • Patent number: 4588849
    Abstract: Process for the preparation of an isomeric mixture of cis- and trans-1-(2,6,6-trimethylcyclohexyl)-hexan-3-ol according to a three-step pathway starting from trimethylcyclohexanone.
    Type: Grant
    Filed: February 28, 1984
    Date of Patent: May 13, 1986
    Assignee: Firmenich SA
    Inventor: Karl-Heinrich Schulte-Elte
  • Patent number: 4588846
    Abstract: A process is provided for producing a cyclic alcohol by catalytic hydration of a cyclic olefin in a liquid phase, which comprises using as a catalyst a zeolite having a population ratio of acid sites on the external surface to total acid sites of 0.07/1 or more, conducting the hydration reaction in a reaction zone in the copresence of an oil phase mainly containing cyclic olefin and an aqueous phase mainly containing water and the catalyst while controlling the cyclic alcohol produced so that the concentration thereof in the oil phase is more than that in the aqueous phase, and separating and recovering the cyclic alcohol produced from the oil phase.
    Type: Grant
    Filed: November 9, 1984
    Date of Patent: May 13, 1986
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Osamu Mitsui, Yohei Fukuoka
  • Patent number: 4542244
    Abstract: Certain substituted 3-cyclohexene-1-ol are intermediates to herbicides and plant growth.
    Type: Grant
    Filed: June 25, 1984
    Date of Patent: September 17, 1985
    Assignee: Shell Oil Company
    Inventors: George B. Payne, Samuel B. Soloway, James E. Powell, Steven A. Roman, Willy D. Kollmeyer
  • Patent number: 4523042
    Abstract: This invention relates to novel compounds having pharmaceutical activity and having the general structure ##STR1## wherein the Z, R.sub.1, R.sub.2, R.sub.3, R.sub.4, n and m are defined within.
    Type: Grant
    Filed: July 29, 1983
    Date of Patent: June 11, 1985
    Assignee: USV Pharmaceutical
    Inventors: Bernard Loev, Howard Jones, Wan-kit Chan
  • Patent number: 4503273
    Abstract: The hydrogenation of phenolic molecules can be more effectively carried out using pretreated Group VIII catalysts.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: March 5, 1985
    Assignee: Phillips Petroleum Company
    Inventor: Edward C. Mozdzen
  • Patent number: 4496777
    Abstract: Production of halohydrins; in particular, chlorohydrins by reaction of tertiary alkyl hypohalite and olefinically unsaturated compound in the presence of water and a water soluble salt of an amphoteric metal; in particular, a salt of tin, aluminum, zinc, zirconium, magnesium, or titanium, which provides a pH of from 2 to 5 under reaction conditions.
    Type: Grant
    Filed: November 9, 1983
    Date of Patent: January 29, 1985
    Assignee: The Lummus Company
    Inventors: George D. Suciu, Joon T. Kwon, Atef M. Shaban
  • Patent number: 4479020
    Abstract: Production of halohydrins; in particular, chlorohydrins by reaction of tertiary alkyl hypohalite and olefinically unsaturated compound in the presence of water and a metal selected from Group II-A, II-B, III-A, III-B, IV-A, IV-B, or V-A of the Periodic Table. The use of such metals improves the production of halohydrin.
    Type: Grant
    Filed: November 12, 1982
    Date of Patent: October 23, 1984
    Assignee: The Lummus Company
    Inventors: George D. Suciu, Joon T. Kwon, Atef M. Shaban
  • Patent number: 4400545
    Abstract: Alicyclic ketone and alcohol derivatives having the structure: ##STR1## wherein the dotted line represents a carbon-carbon double bond or a carbon-carbon single bond; wherein Z is ##STR2## and wherein each of R.sub.1, R.sub.2, R.sub.3, R.sub.4, and R.sub.5 is hydrogen or lower alkyl are useful as odor-modifying ingredients in perfumes and perfumed products and as flavor-modifying ingredients in foodstuffs and tobacco products.
    Type: Grant
    Filed: November 30, 1981
    Date of Patent: August 23, 1983
    Assignee: Fritzsche Dodge & Olcott Inc.
    Inventors: Brian J. Willis, Robert G. Eilerman, John M. Yurecko, Jr.
  • Patent number: 4385185
    Abstract: Compounds of the general formula I: ##STR1## wherein R.sub.1 and R.sub.2 are equal or different alkyl-, alkoxyalkyl-, or aryl groups, or together form a ring; R.sub.3 is an allyl or benzyl radical; and R.sub.4 and R.sub.5 represent hydrogen, alkyl, alkoxyalkyl, alkenyl or further compounds of the formula II: ##STR2## wherein R.sub.1, R.sub.2, R.sub.4 and R.sub.5 have the meaning indicated above and R.sub.6 stands for hydrogen or methyl or to compounds which are modified by the addition of hydrogen to at least one olefinic or carbonylic double bond of compounds of the general formula I or II. The invention also relates to a process for preparing the new compounds. The compounds of the general formula II are obtained by thermal treatment of a selection of compounds of formula I, for which R.sub.3 stands for the allyl or methallyl radical. The compounds according to the invention are used as fragrant and flavoring substances.
    Type: Grant
    Filed: March 20, 1981
    Date of Patent: May 24, 1983
    Assignee: Consortium fur Elektrochemische Industrie GmbH
    Inventors: Helmut Gebauer, Walter Hafner
  • Patent number: 4370257
    Abstract: A process for producing a magnesium containing support for titanium comprising contacting magnesium metal, a halogenated hydrocarbon and a compound represented by the formula X'.sub.m C(OR').sub.4-m wherein X' is a hydrogen atom, a halogen atom or a C.sub.1 -C.sub.10 alkyl, aryl, cycloalkyl or halogenated alkyl, aryl, cycloalkyl group, R' is a C.sub.1 -C.sub.20 alkyl, aryl or cycloalkyl group and m is 0, 1 or 2 to form a magnesium-containing solid represented by the formula R'OMgX and thereafter contacting the magnesium-containing solid with a Lewis base or a compound which can form an ester such as benzoyl chloride and a titanium compound such as titanium tetrachloride. The obtained magnesium supported titanium composition is useful as a catalyst component in combination with a co-catalyst organoaluminum compound for the polymerization of olefins.
    Type: Grant
    Filed: August 11, 1980
    Date of Patent: January 25, 1983
    Assignee: Toa Nenryo Kogyo Kabushiki Kaisha
    Inventors: Masafumi Imai, Hiroshi Ueno, Naomi Inaba, Makoto Yoda, Shozo Wada
  • Patent number: 4346240
    Abstract: A novel class of heterogeneous catalysts, containing Group VIII transition metals in combination with alkali organic compounds is prepared, such as potassium naphthalene on ruthenium on carbon. The catalysts are useful as heterogeneous catalysts in the hydrogenation of carboxylic acid esters. A process for producing the materials is described. The catalysts permit the process of the hydrogenation of carboxylic acid esters to primary alcohols to be conducted with the ester in the liquid phase at a temperature not exceeding about 150.degree. C. with high selectivity. Catalysts of Group VIII transition metals and alkali metal on carbon are also useful in such processes.
    Type: Grant
    Filed: September 29, 1981
    Date of Patent: August 24, 1982
    Assignee: Allied Corporation
    Inventors: Roger A. Grey, Guido P. Pez
  • Patent number: 4310700
    Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: January 12, 1982
    Assignee: American Cyanamid Company
    Inventors: Allan Wissner, Middleton B. Floyd, Jr.
  • Patent number: 4291174
    Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation inhibitors and bronchodilators.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: September 22, 1981
    Assignee: American Cyanamid Company
    Inventors: Allan Wissner, Middleton B. Floyd, Jr.
  • Patent number: 4291175
    Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: September 22, 1981
    Assignee: American Cyanamid Company
    Inventors: Allan Wissner, Middleton B. Floyd, Jr.
  • Patent number: 4289910
    Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: September 15, 1981
    Assignee: American Cyanamid Company
    Inventors: Allan Wissner, Middleton B. Floyd, Jr.
  • Patent number: 4288632
    Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: September 8, 1981
    Assignee: American Cyanamid Company
    Inventors: Allan Wissner, Middleton B. Floyd, Jr.
  • Patent number: 4288629
    Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation inhibitors and bronchodilators.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: September 8, 1981
    Assignee: American Cyanamid Company
    Inventors: Allan Wissner, Middleton B. Floyd, Jr.
  • Patent number: 4288633
    Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: September 8, 1981
    Assignee: American Cyanamid Company
    Inventors: Allan Wissner, Middleton B. Floyd, Jr.
  • Patent number: 4288630
    Abstract: Prostaglandin analogs are disclosed that have the .alpha.-chain terminating with the group --CH(OR')OR" wherein R' and R" are the same or different and are hydrogen, C.sub.1 to C.sub.4 alkanoyl or optionally substituted benzoyl, the substituents selected from the group C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, halo and trifluoromethyl. These compounds are useful as hypotensive agents, gastric secretory and platelet aggregation enhibitors and bronchodilators.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: September 8, 1981
    Assignee: American Cyanamid Company
    Inventors: Allan Wissner, Middleton B. Floyd, Jr.
  • Patent number: 4252986
    Abstract: A fixative for perfume compositions, 1-(2,6,6-trimethylcyclohexyl)-hexane-3-ol, itself odorless to many people, brings about a "rounding-off" of the perfume while increasing its intensity. The compound is made by condensation of citral with pentane-2-on, followed by cyclization and hydration.
    Type: Grant
    Filed: February 13, 1979
    Date of Patent: February 24, 1981
    Assignee: Dragoco Gerberding & Co. GmbH
    Inventors: Erich Klein, Willi Rojahn
  • Patent number: 4181631
    Abstract: Novel .alpha.-hydroxyalkyl-4-t-alkylcyclohexanes possessing a sandalwood note, their utility as olfactory agents, and perfume compositions containing them.
    Type: Grant
    Filed: February 1, 1977
    Date of Patent: January 1, 1980
    Assignee: Givaudan Corporation
    Inventors: Gary W. Shaffer, Kenneth L. Purzycki
  • Patent number: 4179468
    Abstract: Acyclic terpenoid onium salts are cyclized in an acidic aqueous solution at a temperature of at least about 80.degree. C.
    Type: Grant
    Filed: June 19, 1978
    Date of Patent: December 18, 1979
    Assignee: SCM Corporation
    Inventors: Bernard J. Kane, Richard A. Von Genk
  • Patent number: 4136066
    Abstract: 1-Crotonoyl-2,2,6-trimethylcyclohexane occurs in four stereoisomeric forms. In particular the trans, E and cis, E isomers having interesting organoleptic properties and are useful in the preparation of perfume compositions. Processes for preparing the stereoisomers, in a pure form or as mixtures, are described.
    Type: Grant
    Filed: April 13, 1978
    Date of Patent: January 23, 1979
    Assignee: P.F.W. Beheer B.V.
    Inventors: Douwe R. De Haan, Dirk K. Kettenes
  • Patent number: 4117016
    Abstract: Structural modification of olefinically unsaturated alcohols is achieved by contacting the unsaturated alcohol under reaction conditions with a catalytic amount of a catalyst composition comprising a ruthenium hydride complex of tertiary phosphine ligands.
    Type: Grant
    Filed: May 27, 1977
    Date of Patent: September 26, 1978
    Assignee: Phillips Petroleum Company
    Inventor: William B. Hughes