Processes Of Preparing, Purifying, Or Recovering Alicyclic Ring Containing Ketones Patents (Class 568/338)
  • Patent number: 6245946
    Abstract: Catalytic process for converting cyclododecane-1,2-dione to cyclododecanone.
    Type: Grant
    Filed: August 8, 2000
    Date of Patent: June 12, 2001
    Assignee: E.I. du Pont de Nemours and Company
    Inventor: Ronald Lee Amey
  • Patent number: 6215028
    Abstract: The invention relates to a process for the preparation of cyclohexanones from the corresponding phenols by partial hydrogenation, characterized in that the reaction mixture obtained by means of the hydrogenation is treated with sulfonating agents before the isolation of the cyclohexanone.
    Type: Grant
    Filed: November 2, 1998
    Date of Patent: April 10, 2001
    Assignee: Merck Patent Gesellschaft mit
    Inventors: Bernd Oster, Peter Mackert, Detlef Pauluth, Markus Wydra
  • Patent number: 6204416
    Abstract: A method for the transformation of cis- and trans-cyclododecene oxide into cyclododecanone, comprising carrying out the reaction with catalytically activated hydrogen in the presence of a copper catalyst at a temperature of 150-260° C. and at a pressure in a range from atmospheric pressure to elevated pressure. The reaction proceeds via the intermediate products cyclododecen-3-ol and cyclododecen-3-one, and with cyclododecene being obtained as a by-product.
    Type: Grant
    Filed: March 29, 2000
    Date of Patent: March 20, 2001
    Assignee: EMS-Chemie AG
    Inventor: Haans-Joerg Liedloff
  • Patent number: 6201155
    Abstract: A process for the manufacture of a symmetrical, terminally ring-substituted polyenes by reacting a polyene di(O,O-dialkyl acetal) with a cyclic dienol ether in the presence of a Lewis or Brönsted acid, hydrolyzing the condensation product resulting therefrom and cleaving off alcohol under basic or acidic conditions from the polyene derivative produced at this stage. The novel cyclic dienol ethers, as well as, novel intermediates resulting from the condensation and additional intermediates in this process form further aspects of the invention. The final products are primarily carotenoids, which find corresponding use, e.g., as colorings and pigments for foodstuffs, animal products, etc.
    Type: Grant
    Filed: August 3, 1999
    Date of Patent: March 13, 2001
    Assignee: Roche Vitamins Inc.
    Inventors: Bruno Burdet, August Rüttimann
  • Patent number: 6200254
    Abstract: Novel macrocyclic diene ketone compounds useful as fragrance materials are described having the following general formula (I): where R1, R2, R3 and R4 are each either a hydrogen atom or a C1 to C4 alkyl, a is the integer 1 or 2 and b is an integer in a range from 1 to 6. Novel pathways are described for synthesizing these macrocyclic diene ketones, as well as saturated and mono-unsaturated macrocyclic ketones having the following general formula (IV): where R1, R2, R3 and R4 are each independently a hydrogen atom or a C1 to C4 alkyl, a is the integer 1 or 2 and b is an integer in a range from 1 to 6.
    Type: Grant
    Filed: May 21, 1999
    Date of Patent: March 13, 2001
    Assignees: Takasago International Corporation, Takasago Institute for Interdisciplinary Science, Inc.
    Inventors: Andrew T. Lupo, Jr., Tetsuo Nakatsu, John Caldwell, Michael E. Lankin, Carter B. Green, Takashi Aida
  • Patent number: 6166261
    Abstract: In the presence of a catalytic system comprising a cyclic base and a complex of a transition metal with an N,N'-disalicylidenediamine, ketoisophorone or a derivative thereof is produced by oxidizing .beta.-isophorone or a derivative thereof with molecular oxygen with controlling the water content of a reaction system to 1% by weight or less at the initial stage of the reaction. Moreover, the above catalytic system further comprises a basic nitrogen-containing compound. The complex may be an N,N'-disalicylidene C.sub.2-5 alkylenediamine complex with manganese, iron, cobalt, copper, or vanadium. The cyclic base may be an alicyclic or aromtaic compound having at least two nitrogen atoms. As the basic nitrogen-containing compound, a Schiff base such as an imino compound and an anil compound can be used. The proportion of the nitrogen-containing compound to the complex is about 0.1/1 to 20/1 (molar ratio).
    Type: Grant
    Filed: May 21, 1999
    Date of Patent: December 26, 2000
    Assignee: Daicel Chemical Industries, Ltd.
    Inventor: Ikuo Takahashi
  • Patent number: 6166091
    Abstract: 2,3,4-trihydroxycyclopentanone represented by the following formula [I], its optically active substance or salt thereof.
    Type: Grant
    Filed: September 29, 1999
    Date of Patent: December 26, 2000
    Assignee: Takara Shuzo Co., Ltd.
    Inventors: Kaoru Kojima, Katsushige Ikai, Tatsuji Enoki, Nobuto Koyama, Ikunoshin Kato
  • Patent number: 6166260
    Abstract: The present invention relates to a tandem process of reduction and host-guest complexation using metal-hydride complexes to reduce chemical entities bearing carbonyl groups or their equivalents, and host-guest complexation to achieve improved optical resolution of the reduction product. In the complexation step, the reduction product is optically resolved via inclusion into the crystalline complex where it resides as guest and another complex component acts as host. Additional crystallization stages are performed if further improvements in the enantiomeric excess is desired.
    Type: Grant
    Filed: August 6, 1999
    Date of Patent: December 26, 2000
    Assignee: Zeeland Chemicals, Inc.
    Inventor: Glenn L. Heise
  • Patent number: 6162758
    Abstract: In the dehydrogenation of secondary alcohols in the presence of a catalyst comprising zinc oxide and calcium carbonate at elevated temperature in the gas phase, secondary cyclic alcohols are used and the dehydrogenation is carried out in the presence of hydrogen and a catalyst whose active components comprise from 30 to 60% by weight of zinc oxide and from 40 to 70% by weight of calcium carbonate in the calcite modification.
    Type: Grant
    Filed: September 3, 1998
    Date of Patent: December 19, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Josef Brocker, Michael Hesse, Robert Markl
  • Patent number: 6111144
    Abstract: A process for the preparation of a compound having the formula: ##STR1## in which a compound having the formula: ##STR2## is treated with a base and a silylating agent.
    Type: Grant
    Filed: August 20, 1998
    Date of Patent: August 29, 2000
    Assignee: Florida State University
    Inventors: Robert A. Holton, Phong Vu, Tawfik Gharbaoui, Vincent Reboul
  • Patent number: 6069261
    Abstract: A process carried out in a reaction column for the chemical reaction of substances the reaction of which is affected by an unfavorable equilibrium position of the main reaction or a preceding equilibrium, wherein during the reaction one or more substances to be separated are continuously removed from the reaction mixture by one or more auxiliaries.
    Type: Grant
    Filed: May 4, 1998
    Date of Patent: May 30, 2000
    Assignee: RWE-DEA Aktiengesellschaft fur Mineraloel und Chemie
    Inventors: Ulrich Hoffmann, Ulrich Kunz
  • Patent number: 6045662
    Abstract: A process for preparing high-purity cyclopropyl methyl ketone from compositions which contain cyclopropyl methyl ketone, 4,5-dihydro-2-methylfuran, addition products of 4,5-dihydro-2-methylfuran by a continuous rectification process in which at least a portion of the composition to be purified is introduced into a rectification apparatus via a side feed located above the bottom portion of the apparatus.
    Type: Grant
    Filed: March 2, 1998
    Date of Patent: April 4, 2000
    Assignee: Huels Aktiengesellschaft
    Inventors: Wolfgang Kleemiss, Guenther Koehler, Manfred Neumann
  • Patent number: 6025323
    Abstract: The compounds of formula ##STR1## in which R stands for a methyl or ethyl group, are used as perfume ingredients for the preparation of perfuming compositions and perfumed articles, to which they confer aromatic and thujonic notes. The compounds can be used in the form of a mixture of enantiomers or in an enantiomerically pure state. The invention also comprises original processes for the preparation of these compounds.
    Type: Grant
    Filed: May 13, 1998
    Date of Patent: February 15, 2000
    Assignee: Firmenich SA
    Inventors: Charles Fehr, Christian Margot
  • Patent number: 6011182
    Abstract: The present invention relates to a process for preparing 2-cyclo-alkenones of the formula I ##STR1## which comprises subjecting a 2-alkoxycycloalkanone and/or a 2-hydroxyalkanone ketal, in which n is an integer from 0 to 20, m is 0, 1, 2 or 3 and R is alkyl, alkylaryl, aryl, arylalkyl, alkenyl or alkynyl, to an elimination reaction in the gas phase on an acidic heterogeneous catalyst.
    Type: Grant
    Filed: February 1, 1999
    Date of Patent: January 4, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Eiermann, Klaus Ebel, Jorg Botzem
  • Patent number: 5932771
    Abstract: Carbonyl compounds corresponding to formulae (1a) and (1b) ##STR1##
    Type: Grant
    Filed: May 8, 1998
    Date of Patent: August 3, 1999
    Assignee: SmithKline Beecham Corporation
    Inventors: Thomas Markert, Ulf-Armin Schaper, Volker Porrmann, Werner Faber, Theo ten Pierik
  • Patent number: 5932753
    Abstract: A process for producing 2-methyl-1,4-benzoquinone at a high conversion, a high selectivity and at a low cost by oxidizing m-cresol with oxygen at a low partial pressure in the presence of at least one copper (I) halide catalyst and a mixed solvent of ketone and acetonitrile. The 2-methyl-1,4-benzoquinone is useful as an intermediate compound to produce vitamin K.
    Type: Grant
    Filed: February 9, 1998
    Date of Patent: August 3, 1999
    Assignee: Chuo Chemical Co., Inc.
    Inventors: Kenji Onodera, Eiko Nakatu, Masayuki Kobayashi
  • Patent number: 5929124
    Abstract: Antimicrobial diterpenes and methods of using them.
    Type: Grant
    Filed: August 22, 1997
    Date of Patent: July 27, 1999
    Inventors: Kurt Hostettmann, Frederic Schaller
  • Patent number: 5849956
    Abstract: The present invention relates to phytocassanes which are novel diterpene compounds exhibiting an antifungal activity against rice blast fungus, Pyricularia oryzae (Magnaporthe grisea) and rice sheath blight fungus, Rhizoctonia solani, and more specifically, it relates to phytocassanes A, B, C, D, and EL and a process for producing phytocassanes or momilactones, antifungal diterpene compounds, at a high yield.
    Type: Grant
    Filed: August 8, 1997
    Date of Patent: December 15, 1998
    Assignee: Plant Biological Defense System Laboratories
    Inventors: Jinichiro Koga, Toyozo Yamauchi, Masaru Shimura, Yoko Ogasawara, Nagakatsu Ogasawara, Jyunko Suzuki
  • Patent number: 5808166
    Abstract: In the formulae, R.sup.1 represents alkyl; and R.sup.2, R.sup.3 and X independently represent halogen. The present invention relates to a method for producing 3,4-dihydroxy-3-cyclobutene-1, 2-dione of general formula (II) by hydrolyzing 3-alkoxy-2, 2, 4, 4-tetrahalogenocyclobutanone derivative of general formula (I).
    Type: Grant
    Filed: December 3, 1997
    Date of Patent: September 15, 1998
    Assignee: Kyowa Yuka Co., Ltd.
    Inventors: Ikuo Shimizu, Takeshi Usami, Hiroshi Toyoda, Asako Okajima, Shoshiro Matsushita
  • Patent number: 5773635
    Abstract: A process for preparing polyenecarbonyl compounds having a high all-E content and their acetals or ketals by aldol condensation or Horner-Emmons reaction comprises carrying out the reaction, for the purposes of the preferred formation of a double bond of E configuration and in order to maintain the E configuration of the double bonds in the stating compounds as completely as possible, in the presence of oxygen or an oxygen-inert gas mixture or nitric oxide or a nitric oxide-inert gas mixture and/or in the presence of specific stable radicals and/or in the presence of quinones or quinone derivatives.
    Type: Grant
    Filed: July 6, 1995
    Date of Patent: June 30, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Dobler, Wolfgang Krause, Joachim Paust, Otto Worz, Udo Rheude, Wolfram Burst, Gunter Dauwel, Armin Bertram, Bernhard Schulz, Gunter Wegner, Peter Munster, Hansgeorg Ernst, Arno Kochner, Heinz Etzrodt
  • Patent number: 5723708
    Abstract: A method for producing cyclopentadienes which comprises the step of cyclodehydration of an unsaturated carbonyl compound having a specific chemical structure in a vapor phase in the presence of a specific solid acid catalyst. The cyclopentadienes of the invention can be produced in a high yield from inexpensive starting materials through a simplified reaction process and are useful as intermediate compounds for organic synthesis.
    Type: Grant
    Filed: September 27, 1995
    Date of Patent: March 3, 1998
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Yasuo Matsumura, Kazuharu Suyama, Yoshihisa Inomata
  • Patent number: 5712416
    Abstract: Process for preparing benzoquinones by oxidation of phenols in the presence of a diluent and of an oxygen-transferring catalyst which contains a heavy metal ion bound in a complex, wherein oxygen, hydrogen peroxide, a compound which liberates hydrogen peroxide, an organic hydroperoxide, a percarboxylic acid or peroxomonosulfuric acid or salts thereof are used as oxidizing agent, and wherein the oxygen-transferring catalyst is from the class of iron, manganese or chromium tetraaza?14!annulenes.
    Type: Grant
    Filed: November 27, 1995
    Date of Patent: January 27, 1998
    Assignee: BASF Aktiengesellschaft
    Inventor: Thomas Gessner
  • Patent number: 5672763
    Abstract: 2-Substituted cyclopentanones are prepared by reacting adipic ester with an alkoxide in the presence of an inert solvent, thus obtaining a salt of the cyclopentanone-2-carboxylic ester, alkylating this without isolation, thus obtaining a 2-alkyl-cyclopentanone-2-carboxylic ester and, without isolation, hydrolysing and decarboxylating this by treatment with an acid and heating.
    Type: Grant
    Filed: June 21, 1996
    Date of Patent: September 30, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Nikolaus Muller, Thomas Essert
  • Patent number: 5563286
    Abstract: A process is disclosed for the removal of the 4-protected hydroxy group from compounds of the following formula: ##STR1## where A is --COOAlkyl and B is hydroxy, or A and B together represent either oxo or .dbd.CHCOOAlkyl, where X.sup.1 and X.sup.2 are the same or different and represent hydrogen or a hydroxy-protecting group, and where X.sup.3 is ##STR2## with a hydrogen radical source, such as tributyltin hydride or tris(trimethylsilyl)silane, and a radical initiator, such as AIBN or irradiation.
    Type: Grant
    Filed: May 16, 1995
    Date of Patent: October 8, 1996
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Heinrich K. Schnoes, Kato L. Perlman, Rolf E. Swenson
  • Patent number: 5426235
    Abstract: Cyclic ketones of the general formula I ##STR1## where n is an integer from 4 to 6, are prepared by reacting aliphatic dicarbonitriles of the general formula IINC--(CH.sub.2).sub.n --CN (II),where n has the abovementioned meaning, in the gas phase in the presence of water at from 250.degree. to 500.degree. C. on solid oxide catalysts.
    Type: Grant
    Filed: June 1, 1994
    Date of Patent: June 20, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Juergen Schroeder, Klaus Ebel, Charles Schommer
  • Patent number: 5360938
    Abstract: This invention relates to asymmetric syntheses in which a prochiral or chiral compound is contacted in the presence of an optically active metal-ligand complex catalyst to produce an optically active product.
    Type: Grant
    Filed: July 16, 1992
    Date of Patent: November 1, 1994
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: James E. Babin, Gregory T. Whiteker
  • Patent number: 5268492
    Abstract: An optically active diphosphine having a bicyclo[2.2.1]heptane of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are difined in the specification and a metal complex comprising said optically active diphosphine are disclosed. A process for producing or purifying said optically active diphosphine is disclosed.
    Type: Grant
    Filed: August 27, 1992
    Date of Patent: December 7, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Keiji Yamamoto, Masahiro Miyazawa, Satoru Momose
  • Patent number: 5258556
    Abstract: Disclosed is a novel process for the manufacture of 2,2,4,4 tetramethylcyclobutane 1,3 diol commencing with the pyrolysis of isobutyric anhydride to produce dimethylketene. Dimethylketene is absorbed into 2,2,4,4 tetramethylcyclobutane 1,3 dione which function as the process solvents for subsequent dimerization of the dimethylketene to 2,2,4,4-tetramethylcyclobutane-1,3 -dione followed by the catalytic hydrogenation of the dione to the diol product.
    Type: Grant
    Filed: February 1, 1993
    Date of Patent: November 2, 1993
    Assignee: Eastman Kodak Company
    Inventors: Charles E. Sumner, Jr., Bruce L. Gustafson, Jennifer R. Knight
  • Patent number: 5196607
    Abstract: A novel multi-step process for preparing the (4S)-enantiomer of 4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone in a highly-optically pure form is disclosed. The process involves (1) first reacting 3,4-dichlorocinnamyl chloride with L-(-)-ephedrine in a chlorinated lower hydrocarbon solvent to form the corresponding chiral N-methyl-N-(.beta.-hydroxy-.beta.-phenylisopropyl)-3-(3,4-dichlorophenyl)p ropenoamide; (2) then subjecting the chiral .alpha.,.beta.-unsaturated amide formed in the first step to a Grignard reaction with phenyl magnesium chloride or bromide, followed by hydrolysis, to effect a conjugate addition of the phenyl group and the hydrogen element to the aforesaid .alpha.,.beta.-unsaturated propenoamide and so selectively form the corresponding chiral N-methyl-N-(.beta.-hydroxy-.beta.
    Type: Grant
    Filed: February 14, 1992
    Date of Patent: March 23, 1993
    Assignee: Pfizer Inc.
    Inventor: George J. Quallich
  • Patent number: 5169994
    Abstract: Disclosed is a novel process for the manufacture of 2,2,4,4-tetramethylcyclobutanediol commencing with the pyrolysis of isobutyric anhydride to produce dimethylketene. Dimethylketene is absorbed into certain carboxylate ester solvents which function as the process solvents for subsequent dimerization of the dimethylketene to 2,2,4,4-tetramethylcyclobutanedione followed by the catalytic hydrogenation of the dione to the diol product.
    Type: Grant
    Filed: August 20, 1991
    Date of Patent: December 8, 1992
    Assignee: Eastman Kodak Company
    Inventors: Charles E. Sumner, Jr., Bruce L. Gustafson, Jennifer R. Knight
  • Patent number: 5169943
    Abstract: The invention concerns a chiral reaction medium for organic reactions and consists of concentrated aqueous solution of at least one carbohydrate selected from among the mono-, di- and tri-saccharides and their alkylglucosides of which the alkyl group comprises from 1 to 4 C atoms.
    Type: Grant
    Filed: December 14, 1990
    Date of Patent: December 8, 1992
    Assignee: Beghin-Say, S.A.
    Inventors: Andre Lubineau, Hugues Bienayme, Yves Queneau
  • Patent number: 4994152
    Abstract: Small amounts of a medium-boiling fraction are removed from a liquid mixture by distillation using a distillation column (main column) having a rectifying part and a stripping part, the liquid mixture containing relatively large amounts of lower-boiling and higher-boiling components, and the rectifying part being connected to the upper end of a second distillation column (side column) and the stripping part to the lower end of the said column, and the medium-boiling fraction being removed in vapor or liquid form from its middle section, by a process in which the concentration of the medium-boiling fraction in the liquid mixture is less than 2%, preferably less than 0.1%, and the amount of vapor passed into the lower end of the side column from the main column is 1-20%, preferably 3-10%, based on the amount of vapor in the main column at the relevant point.
    Type: Grant
    Filed: December 27, 1989
    Date of Patent: February 19, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerd Kaibel, Karl Schloemer, Hans-Horst Mayer
  • 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: 4874899
    Abstract: Unsaturated ketones of the formula ##STR1## and saturated ketones of the formula ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, alkyl of 1 to 12 carbon atoms or a cycloalkyl, aryl, aralkyl or alkylaryl radical which inturn may be substituted, or R.sup.1 and R.sup.3 or R.sup.2 and R.sup.3, together with the carbon atoms to which they are bonded, may form a cycloalkane, are prepared by a process in which a 5-methylene-1,3-dioxolanone which is substituted in the 4-position and is of the forumla ##STR3## where R.sup.1, R.sup.2 and R.sup.3 have the above meanings, (a) for the preparation of an unsaturated ketone, is converted in the presence of a zeolite, of a phosphate having a zeolite structure and/or of B, Ce, Fe, Zr or Sr phosphate as catalysts and (b) for the preparation of a saturated ketone, is converted in the presence of the same catalysts which additionally carry one or more hydrogenation components.
    Type: Grant
    Filed: June 15, 1988
    Date of Patent: October 17, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Leopold Hupfer, Kurt Schneider
  • Patent number: 4623749
    Abstract: Described is a process for preparing triconjugated dienones defined according to the structure: ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.8 alkyl, phenyl or phenyl methyl and wherein R.sub.2 represents hydrogen or C.sub.1 -C.sub.5 lower alkyl; and wherein the wavy lines are indicative of a "cis" or a "trans" juxtaposition of the R.sub.2, methyl, acyl or vinyl moieties about one or both of the carbon-carbon double bonds which process involves the reaction of an acyl halide with a substituted or unsubstituted prenyl ester having the structure: ##STR2## wherein R.sub.3 represents C.sub.1 -C.sub.
    Type: Grant
    Filed: August 17, 1984
    Date of Patent: November 18, 1986
    Assignee: International Flavors & Fragrances Inc.
    Inventors: William J. Evers, Gilbert Stork, Braja D. Mookherjee, Howard H. Heinsohn, Jr.
  • Patent number: 4579973
    Abstract: A novel process for the manufacture of cyclohexene derivatives which are suitable as intermediates for the manufacture of rhodoxanthin or zeaxanthin, as well as a process for the manufacture of rhodoxanthin or of zeaxanthin itself. The invention is also concerned with a novel starting material and novel intermediates in this process.
    Type: Grant
    Filed: February 8, 1985
    Date of Patent: April 1, 1986
    Assignee: Hoffman-La Roche Inc.
    Inventors: Erich Widmer, Reinhard Zell
  • Patent number: 4536584
    Abstract: A process is provided for the thermochemical conversion of biomass to useful gaseous and liquid organic products. The inventive process utilizes a catalyst to obtain increased yields of gaseous and liquid organic products and decreased yields, if any, of solid and semisolid tar/oils.
    Type: Grant
    Filed: October 3, 1983
    Date of Patent: August 20, 1985
    Assignee: The Standard Oil Company (Ohio)
    Inventors: Abolghassem Eskamani, Warren H. Krause
  • Patent number: 4508918
    Abstract: Cyclohexane derivatives such as cyclohexanol and cyclohexyl carboxylates are produced directly from aromatic hydrocarbons. The reaction may be carried out, under hydrogenation conditions, by reacting an aromatic hydrocarbon with hydrogen and a reagent selected from the group consisting of water, and carboxylic acids in the presence of a strong acid and a hydrogenation catalyst.
    Type: Grant
    Filed: November 20, 1979
    Date of Patent: April 2, 1985
    Assignee: Toray Industries, Inc.
    Inventors: Yutaka Yasuhara, Masaki Nishino, Seikichi Matsuhisa
  • Patent number: 4499013
    Abstract: Certain fatty acids, esters and alcohol derivatives useful as electrical tree and water tree resistant compounds in polymer compositions are disclosed.
    Type: Grant
    Filed: August 17, 1983
    Date of Patent: February 12, 1985
    Assignee: National Distillers and Chemical Corporation
    Inventors: Anthony Barlow, Irwin S. Schlossman, Robert E. Borgerding
  • Patent number: 4480132
    Abstract: Disclosed is a process for the preparation of .alpha.,.beta.-unsaturated ketones containing a 2-oxopropylidene moiety by the reaction of an aldehyde with a 2,2-dialkyl-4-methyl-6-keto-1,3-dioxene in the presence of a catalytic amount of certain metallic halides.
    Type: Grant
    Filed: November 21, 1983
    Date of Patent: October 30, 1984
    Assignee: Eastman Kodak Company
    Inventors: William T. Brown, Robert M. Simons
  • Patent number: 4429166
    Abstract: Stable biologically active thromboxane A.sub.2 analogues having the formula: ##STR1## wherein R.sup.1 is OR.sup.3, where R.sup.3 represents hydrogen or a pharmaceutically acceptable cation or lower alkyl group; orR.sup.1 is NR.sup.4 R.sup.5 where R.sup.4 and R.sup.5 are the same or different substituents selected from the group consisting of hydrogen and lower alkyl group; andR.sup.2 is hydrogen or an --OH group.The thromboxane analogues are potent thrombotic agents, useful in cardiovascular treatment.
    Type: Grant
    Filed: August 4, 1981
    Date of Patent: January 31, 1984
    Assignee: Research Corporation
    Inventors: Kyriacos C. Nicolaou, Ronald L. Magolda, David A. Claremon
  • Patent number: 4410705
    Abstract: A process for preparing substituted or unsubstituted benzoxazoline compound by reacting ammonia, a cycloalkanone and oxygen in the presence of metal cations.
    Type: Grant
    Filed: August 31, 1981
    Date of Patent: October 18, 1983
    Assignee: Allied Corporation
    Inventors: Divakaran Masilamani, Edward H. Manahan
  • Patent number: 4349520
    Abstract: A mixture of ketoxime such as methyl ethyl ketone oxime (MEKO), an inorganic acid such as sulfuric acid and optionally water is fed to an intermediate point of a fractional distillation column. Steam is fed to the base of the column and operating conditions are sufficient to produce the corresponding ketone (e.g. methyl ethyl ketone) or its water azeotrope as the overhead product and the corresponding hydroxylammonium salt (e.g. the sulfate) as the bottoms. Crystallization of the salt from the bottoms leaves a mother liquor which may be recycled to a reboiler from which the steam is generated.
    Type: Grant
    Filed: August 24, 1981
    Date of Patent: September 14, 1982
    Assignee: Allied Corporation
    Inventors: John H. Bonfield, Stylianos Sifniades, Harry E. Ulmer
  • Patent number: 4332941
    Abstract: Cyclohexanones and -hexenones ##STR1## R.sup.1 is hydrogen or--CO--O--C.sub.n H.sub.2n+1-m (--NR.sup.4 R.sup.5) (1c)R.sup.2 is a group 1c, R.sup.3 is C.sub.1 - to C.sub.10 -alkyl, phenyl or phenyl substituted by lower alkyl, lower alkoxy, trifluoromethyl, nitro, cyano, chloro, carbamoyl, lower-alkyl-carbamoyl, sulfamoyl or lower-alkyl-sulfamoyl, R.sup.4 and R.sup.5 are lower alkyl or --NR.sup.4 R.sup.5 is pyrrolidinyl, piperidyl or morpholyl, m is 1 or 2 and n is 2 to 6, are obtained by reacting 2 mols of an esterCH.sub.3 --CO--CH.sub.2 --CO--O--C.sub.n H.sub.2n+1-m (--NR.sup.4 R.sup.5).sub.m (2)with an aldehyde R.sup.3 --CHO (3). The compounds (1) easily saponify and decarboxylate without an added catalyst to form a cyclohexenones ##STR2## while setting free the alcoholHO--C.sub.n H.sub.2n+1-m (--NR.sup.4 R.sup.5).sub.m (5)which reacts without a catalyst with diketene to form the ester (2).
    Type: Grant
    Filed: October 10, 1980
    Date of Patent: June 1, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudiger Berthold, Werner H. Muller
  • Patent number: 4296258
    Abstract: New process for the preparation of acetylenic macrocyclic ketones, which compounds represent useful intermediates for the synthesis of valuable perfuming ingredients, viz. muscone and EXALTONE.RTM. (cyclopentadecanone).
    Type: Grant
    Filed: December 28, 1979
    Date of Patent: October 20, 1981
    Assignee: Firmenich SA
    Inventors: Charles Fehr, Gunther Ohloff, Georges H. Buchi
  • Patent number: 4250118
    Abstract: An improved process for the preparation of cyclohexanone from benzene. Benzene is hydrogenated in a gaseous phase in a hydrogenation zone to form cyclohexane; cyclohexane is oxidized in a liquid phase to form a mixture containing cyclohexanol and cyclohexanone; and cyclohexanone is separated from this mixture and is catalytically dehydrogenated to form cyclohexanone and a hydrogen containing gas. The resulting hydrogen containing gas is introduced into a washing zone wherein it is washed with cyclohexane or benzene and the hydrogen gas thus purified is fed into the hydrogenation zone.
    Type: Grant
    Filed: April 20, 1979
    Date of Patent: February 10, 1981
    Assignee: Stamicarbon, B.V.
    Inventors: Theodorus J. van de Mond, Hubertus J. A. Delahaye
  • Patent number: 4219504
    Abstract: A process for the preparation of an aldehyde or a ketone by ozonolysis of an ethylenically unsaturated compound in the presence of an anti-oxidant followed by reductive cleavage of the ozonolysis product.
    Type: Grant
    Filed: February 23, 1979
    Date of Patent: August 26, 1980
    Assignee: Shell Oil Company
    Inventors: Pieter A. Verbrugge, Petrus A. Kramer