Reactant Contains -coo- Group Patents (Class 568/346)
  • Patent number: 4371460
    Abstract: Kentones of the formula ##STR1## wherein each of the symbols R.sup.1, R.sup.2, and R.sup.3 identical or different, represent a hydrogen atom or a lower alkyl radical containing 1 to 3 carbon atoms are disclosed useful as perfuming agents and in the preparation of perfume products.
    Type: Grant
    Filed: December 22, 1981
    Date of Patent: February 1, 1983
    Assignee: Firmenich SA
    Inventors: Ferdinand Naf, Rene Decorzant, Karl H. Schulte-Elte
  • Patent number: 4362670
    Abstract: Carbon acids are allylated by contacting with an allyl carbonate in the presence of a palladium catalyst.
    Type: Grant
    Filed: September 3, 1981
    Date of Patent: December 7, 1982
    Assignee: The Dow Chemical Company
    Inventor: Edmund P. Woo
  • Patent number: 4340753
    Abstract: A method is provided for oxidatively cleaving .alpha.,.beta.-unsaturated cyclic ketones, such as isophorone, with an oxidizing agent, for example, ozone, and thereafter recovering the resulting keto acid. In instances where ozone is used, an aqueous hydroperoxide and phase transfer catalyst can be used to recover the keto acid. Dione cyclics, for example, dimedone, can be obtained by direct dehydration of the keto acid.
    Type: Grant
    Filed: September 2, 1980
    Date of Patent: July 20, 1982
    Assignee: General Electric Company
    Inventor: James A. Cella
  • Patent number: 4336201
    Abstract: A process for the preparation of an electrically conductive polyene, wherein a polyene which contains one or more chain members of the formula where R is hydrogen or methyl, and which contains a total of not less than seven aliphatic double bonds, is treated, in the absence of moisture and of oxygen, with a strong Lewis acid having a pk.sub.a of from -10 to +4, or with an alkali metal.
    Type: Grant
    Filed: November 3, 1980
    Date of Patent: June 22, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Feichtmayr, Herbert Naarmann, Joachim Paust, Klaus Penzien
  • Patent number: 4335253
    Abstract: A process for the preparation of dihalovinyl compounds of the formula ##STR1## wherein each Hal is fluorine, chlorine or bromine, R.sup.1 is an optionally substituted hydrocarbyl group, R.sup.2 is a methyl group or a hydrogen atom, or R.sup.1 and R.sup.2 together with the carbon atom to which they are attached form cycloalkylidene group, which process comprises treating a trihalo compound of the formula ##STR2## wherein Hal, R.sup.1 and R.sup.2 have the above meanings and R.sup.3 is a hydrogen atom or ##STR3## in which M is an alkali atom, with PHal.sub.3.
    Type: Grant
    Filed: May 22, 1981
    Date of Patent: June 15, 1982
    Assignee: Shell Oil Company
    Inventor: Petrus A. Kramer
  • Patent number: 4335261
    Abstract: A macrocyclic ketone having a 15- to 17-membered ring is produced from an .alpha.,.omega.-long chain dicarboxylic acid ester by the Dieckmann condensation reaction, followed by hydrolysis/decarboxylation reaction and then purification. The macrocyclic ketone is purified by subjecting the ketone to steam distillation in the presence of a non-volatile base.
    Type: Grant
    Filed: June 17, 1981
    Date of Patent: June 15, 1982
    Assignee: Daicel Chemical Industries, Ltd.
    Inventor: Yoichiro Ueda
  • Patent number: 4326996
    Abstract: The present invention relates to substituted cyclohexane derivatives having the structure: ##STR1## wherein the dotted line may be a carbon-carbon double bond or a carbon-carbon single bond; wherein R.sub.1,R.sub.2,R.sub.3, R.sub.4,R.sub.5,R.sub.6,R.sub.7 and R.sub.8 may be hydrogen or lower alkyl; wherein Z may be any of the following: ##STR2## wherein R.sub.9 may be hydrogen or lower alkyl; and wherein R.sub.10 and R.sub.11 are lower alkyl. This invention also provides methods of preparing and using the compounds as odor-modifying ingredients in perfumes and perfumed products, and as flavor-modifying ingredients in foodstuffs and tobacco products.
    Type: Grant
    Filed: January 30, 1980
    Date of Patent: April 27, 1982
    Assignee: Fritzsche Dodge & Olcott Inc.
    Inventors: Brian J. Willis, Robert G. Eilerman
  • Patent number: 4315032
    Abstract: A novel 7-hydroxyprostaglandin E.sub.1, or a stereoisomer thereof, or a protected derivative thereof, having the following formula: ##STR1## wherein R.sup.8 represents H, CH.sub.3 or C.sub.2 H.sub.5, R.sup.9 represents H or CH.sub.3, R.sup.10 and R.sup.11 are identical or different, and each represents H, tetrahydropyranyl or t-butyldimethylsilyl. Also provided is a process for producing an adjacently disubstituted ketone including the above compounds, i.e. 7-oxoprostaglandin, etc. which comprises reacting an .alpha.,.beta.-unsaturated carbonyl compound with a cuprous salt and an organolithium compound in an aprotic inert organic medium in the presence of trialkylphosphine, the amounts of said cuprous salt and said organolithium compound being substantially equimolar, and reacting the product with a protected acetal derivative of an organic carbonyl compound or an aldehyde in the presence of a Lewis acid, if necessary, followed by reacting the product with a proton donor.
    Type: Grant
    Filed: May 14, 1980
    Date of Patent: February 9, 1982
    Assignee: Teitin Limited
    Inventors: Ryoji Noyori, Masaaki Suzuki, Seizi Kurozumi
  • Patent number: 4310705
    Abstract: An improved process for the preparation of higher unsaturated ketones, such as geranylacetone and farnesylacetone, by reacting a .beta.,.gamma.-unsaturated alcohol and an alkyl acetoacetate at an elevated temperature in the presence of an organic aluminum compound, with elimination, and removal, of the alcohol derived from the alkyl acetoacetate in a reactor system carrying a fractionating column. The improvement in the purity, yield, and especially space-time yield of the product is achieved by starting from an alcohol having a higher boiling point than that of the alkyl acetoacetate used, carrying out the reaction in the presence of a small amount of an inert liquid which has a boiling point between that of the alkyl acetoacetate and the alcohol to be eliminated therefrom, and ensuring that the temperature at the bottom of the fractionating column is only slightly higher than the boiling point of the added liquid, under the prevailing pressure.
    Type: Grant
    Filed: June 26, 1980
    Date of Patent: January 12, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Axel Nissen, Gerd Kaibel, Otto Woerz, Lothar Arnold, Manfred Braun, Walter Rebafka
  • Patent number: 4307251
    Abstract: A novel process for the preparation of (R) or (S) 2-allyl-3-methyl-4-hydroxy-2-cyclopentene-1-one comprising reacting a boron halide with an ester of a chiral carboxylic acid of the formula ##STR1## where A is organic group of a chiral carboxylic acid and (R) or (S) 2-allyl-3-methyl-4-hydroxy-2-cyclopentene-1-one and treating the reaction mixture with water to obtain allethrolone with the same configuration of the starting ester in high yields without undesired by-products produced in known methods.
    Type: Grant
    Filed: June 2, 1980
    Date of Patent: December 22, 1981
    Assignee: Roussel Uclaf
    Inventors: Jacques Martel, Jean Tessier, Jean-Pierre Demoute
  • Patent number: 4307243
    Abstract: Conversion of esters (R.sup.1)(R.sup.2)C(C Hal.sub.3)OX, X being-P Hal.sub.2, --C(O)OR.sup.3 or ##STR1## R.sup.1, R.sup.3 and R.sup.4 being optionally substituted hydrocarbyl groups and R.sup.2 methyl or hydrogen, with zinc in acetic acid gives a very high yield of a dihalovinyl compound (R.sup.1)(R.sup.2)C.dbd.C Hal.sub.2, e.g., of the ethyl ester of the parent acid of pyrethroid insecticides.
    Type: Grant
    Filed: March 25, 1980
    Date of Patent: December 22, 1981
    Assignee: Shell Oil Company
    Inventors: Petrus A. Kramer, Pieter A. Verbrugge
  • Patent number: 4276225
    Abstract: A carboxylic acid ester activated in .alpha.-position by a keto, ester or nitrile group, i.e. of the formula ##STR1## where X is COOR.sup.4, COR.sup.5 or CN, and the several R's can have various meanings but only R.sup.1 and R.sup.2 can be hydrogen, is decarbalkoxylated by heating in the presence of a salt, e.g. sodium chloride, and a phosphorus-containing solvent such as a phospholine oxide, phospholane oxide or phosphetane oxide of the formulas ##STR2## wherein a-k and R can have varied definitions. Water is present either at the outset or end of the reaction before product separation. The reaction proceeds smoothly and in good yields.
    Type: Grant
    Filed: August 8, 1977
    Date of Patent: June 30, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Hellmut Hoffmann
  • Patent number: 4267376
    Abstract: A compound having the general formula ##STR1## wherein R.sup.1 is a lower alkyl group, R.sup.2 is hydrogen or a lower alkyl group and Y is a protected hydroxyl group, for example, (.+-.)-3.beta.-tert.butoxy-2,3,3a,4,5,7,8,9,9a.beta.,9b.alpha.-decahydro-3 a.beta.-methyl-6-(3-butenyl)-1H-benz(e)inden-7-one, which is an intermediate for steroids, is prepared by dehydrative cyclization of a compound of the general formula ##STR2## wherein the symbols of R.sup.1, Y and R.sup.2 are same as defined above.
    Type: Grant
    Filed: August 30, 1979
    Date of Patent: May 12, 1981
    Assignee: Takeda Chemical Industries, Ltd.
    Inventor: Jiro Tsuji
  • Patent number: 4259518
    Abstract: The invention concerns new 3-methyl-5-keto-.alpha.,.omega.-alkene-dioic acids of the general formula ##STR1## wherein the double bond is in one of the positions indicated by the broken lines,R.sub.1 and R.sub.2 independently of one another are a hydrogen atom or a C.sub.1 -C.sub.4 -alkyl group,x is an integer from 9 to 11 andy and z independently of one another are 1 or 2, but cannot both be 1;a process for their preparation and their use for the preparation of macrocyclic .beta.-methyl ketones which are valuable fragrances.
    Type: Grant
    Filed: August 30, 1979
    Date of Patent: March 31, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kurt Bauer, Detlef Hagena
  • Patent number: 4252739
    Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yields. The process involves reacting an alkylating agent and an activated methylene compound in the presence of an onium compound, an alkali metal compound and water, which while only necessary in trace amounts can be present in substantial quantities.
    Type: Grant
    Filed: August 20, 1979
    Date of Patent: February 24, 1981
    Assignee: Emery Industries, Inc.
    Inventors: Richard G. Fayter, Jr., John F. White, Eugene G. Harris
  • Patent number: 4220799
    Abstract: The known condensation reaction of lower alkanoylacetic acid lower alkyl esters with aldehydes catalyzed by amines proceeds safe and in high yields if the amineis an aliphatic tertiary amine. The products are precursors of aromatic amines.
    Type: Grant
    Filed: December 1, 1977
    Date of Patent: September 2, 1980
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudiger Berthold, Bernhard Mees, Hartmut Heise