The Lactone Ring Is Six-membered Patents (Class 549/273)
  • Patent number: 5130157
    Abstract: The present invention relates to a process for obtaining an aroma concentrate that is enriched in lactones. The present invention is particularly concerned with a process for concentrating lactones from a distillate obtained by the distillative deacidification of a fat composition rich in lauric acid residues, said distillate containing at least 0.1 wt. % of lactones having 6-20 carbon atoms, by subjecting the distillate or a fraction thereof to a fractional distillation so as to obtain a fraction containing at least 1 wt. % of lactones having 6-20 carbon atoms.The present invention offers a commercially and technically attractive route for obtaining natural lactones.Other aspects of the present invention are a lactone concentrate obtainable by the above process, the use of such a concentrate for flavoring food products and to food products flavored by such a lactone concentrate.
    Type: Grant
    Filed: January 23, 1991
    Date of Patent: July 14, 1992
    Assignee: Van den Bergh Foods Co., Division of Conopco, Inc.
    Inventors: Franciscus H. Hulsker, Koene de Jong, Hessel Turksma
  • Patent number: 5124069
    Abstract: Disclosed is an optically active substance represented by the formula: ##STR1## wherein m is an integer of 1 to 14, Y is ##STR2## R is --C.sub.n H.sub.2n+1, --OC.sub.n H.sub.2n+1, --OCOC.sub.n H.sub.2n+1 or --COOC.sub.n H.sub.2n+1 (in which n is an integer of 1 to 18), each of the asterisked carbon atoms is an asymmetric carbon atom, X a single bond, --CO.sub.2 --, or --OCO--, and A.sub.1 and A.sub.2 is hydrogen, fluorine, chlorine, bromine, cyano or methoxy.
    Type: Grant
    Filed: March 14, 1990
    Date of Patent: June 23, 1992
    Assignee: Mitsubishi Rayon Company Ltd.
    Inventors: Jun Nakauchi, Keiichi Sakashita, Seiji Hayashi, Yoshitaka Kageyama, Yoshihiro Sako, Tetsuya Ikemoto
  • Patent number: 5116981
    Abstract: This invention encompasses novel analogs of Leukotriene B.sub.4 which are selected from a compound of formula I, B--C.apprxeq.C--CH.sub.2 C(M.sub.2)--C.apprxeq.C--Y--C(M.sub.1)--A, or formula II, B--C.apprxeq.C--CH.sub.2 C(M.sub.2)--C.apprxeq.C--P--R.sub.5 --A: wherein Y is: ##STR1## wherein P is: ##STR2## Patentable intermediates, process for making the novel analogs and intermediates and preparation of useful pharmacological agents comprising the analogs and intermediates are part of this invention.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: May 26, 1992
    Assignee: The Upjohn Company
    Inventor: Joel Morris
  • Patent number: 5106995
    Abstract: A method for converting 1,4 and 1,5 aliphatic saturated diols to lactones is disclosed wherein the diol is reacted with a chemical oxidizing agent and a ruthenium containing catalyst at temperatures substantially less than 200.degree. C. The reaction proceeds quickly and produces high yields of the desired product.
    Type: Grant
    Filed: May 5, 1989
    Date of Patent: April 21, 1992
    Assignee: ISP Investments Inc.
    Inventor: Jeffrey S. Plotkin
  • Patent number: 5091533
    Abstract: Compounds of the formula: ##STR1## where R.sup.2 contains certain aryls or heteroaryls are effective leukotriene inhibitors.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: February 25, 1992
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Patrice C. Belanger, Claude Dufresne, Brian Fitzsimmons, deceased, Maryann Fitzsimmons, Heir, Yvan Guindon, Cheuk K. Lau, Joshua Rokach, John Schiegetz, Michel Therien, Robert N. Young
  • Patent number: 5079372
    Abstract: A method for producing a lactone by hydrogenating a dicarboxylic acid, a dicarboxylic acid anhydride and/or a dicarboxylic acid ester in the presence of a catalyst, wherein the hydrogenation reaction is conducted in the liquid phase in the presence of (1) ruthenium, (2) an organic phosphine and (3) a compound of a metal selected from the group consisting of Groups IVA, VA and IIIB in the Periodic Table.According to the present invention, for the production of a lactone by hydrogenating a dicarboxylic acid, a dicarboxylic acid anhydride and/or a dicarboxylic ester, the reaction is conducted in a homogeneous liquid phase reaction by using the ruthenium,organic phosphine and compound of a metal selected from the group consisting of Groups IVA, VA and IIIB, of the present invention as the catalyst, whereby the desired lactone product can be obtained at high selectivity under a mild condition as compared with the conventional methods.
    Type: Grant
    Filed: May 1, 1990
    Date of Patent: January 7, 1992
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Keisuke Wada, Yoshinori Hara, Koushi Sasaki
  • Patent number: 5068361
    Abstract: Caprolactone is prepared by a process in which a 6-hydroxycaproic ester in vapor form is passed, together with an inert carrier gas, at from 150.degree. to 450.degree. C., over a fixed-bed or fluidized-bed oxidic catalyst.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: November 26, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Richter, Rolf Fischer, Uwe Vagt
  • Patent number: 5002967
    Abstract: The compounds of the present invention comprise substituted phenolic thioethers, sulfoxides, and disulfides that are specific inhibitors of 5-lipoxygenase and which, therefore, are useful in the treatment of local and systemic inflammation, allergy and hypersensitivity reactions and other disorders in which agents formed in the 5-lipoxygenase metablic pathway are involved.
    Type: Grant
    Filed: July 11, 1989
    Date of Patent: March 26, 1991
    Assignee: G. D. Searle & Co.
    Inventors: Richard A. Mueller, Richard A. Partis
  • Patent number: 4988825
    Abstract: Aldehydes and ketones, other than acetone, are oxidized with an alkali metal perborate in the presence of an acid.
    Type: Grant
    Filed: September 23, 1986
    Date of Patent: January 29, 1991
    Assignee: Cooper Union Research Foundation, Inc.
    Inventor: John L. Bove
  • Patent number: 4965373
    Abstract: Compounds of formula I ##STR1## are described which are useful to inhibit the formation of serum cholesterol by virtue of their ability to inhibit .beta.-hydroxy-.beta.-methylglutaryl-CoA(HMG CoA), the rate-controlling substance in the synthesis of serum cholesterol.
    Type: Grant
    Filed: November 7, 1988
    Date of Patent: October 23, 1990
    Assignee: G. D. Searle & Co.
    Inventors: John S. Baran, Thomas J. Lindberg, Harman S. Lowrie
  • Patent number: 4960906
    Abstract: Process for the preparation of lactones, having 4 or 5 carbon atoms in the ring by reacting a higher alkenol with a carbon monoxide containing gas in the presence of a catalytic system comprising(a) a palladium compound,(b) a bidentate phosphine, arsine and/or stibine, and(c) a protonic acid having a pK.sub.a <2.
    Type: Grant
    Filed: April 25, 1989
    Date of Patent: October 2, 1990
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 4948905
    Abstract: Synthesis of vinyl lactones by means of palladium catalyzed coupling of vinylic halides or triflates and certain unsaturated carboxylic acids.
    Type: Grant
    Filed: September 18, 1989
    Date of Patent: August 14, 1990
    Assignee: Iowa State University Reasearch Foundation, Inc.
    Inventor: Richard C. Larock
  • Patent number: 4870192
    Abstract: This invention provides process embodiments for shape-selective oxidation of cyclic ketones to lactone and/or omega-hydroxycarboxylic acid products in the presence of a zeolite catalyst composition such as ZSM-5 or zeolite Beta.Cyclohexanone can be converted to epsilon-caprolactone or 6-hydroxycaproic acid as a main product under selected conditions.
    Type: Grant
    Filed: October 14, 1986
    Date of Patent: September 26, 1989
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Stuart D. Hellring
  • Patent number: 4835292
    Abstract: (2R,3S,4R)-(+)- and (2S,3R,4S)-(-)-2,4-dimethyl-3-tetrahydropyranyloxy-1-heptanols which are important intermediates for synthesis of invictolide, one component of a queen recognition peromone of red imported fire ant.
    Type: Grant
    Filed: March 9, 1987
    Date of Patent: May 30, 1989
    Assignee: Nitto Electric Industrial
    Inventors: Shuji Senda, Yutaka Nakazono, Kenji Mori
  • Patent number: 4818431
    Abstract: New tetrahydropyran derivatives of the formula I ##STR1## in which G is H.sub.2 or .dbd.O, R.sup.1 and R.sup.2 are each an alkyl group having 1-10 C atoms, it also being possible for one or two CH.sub.2 groups to be replaced by O atoms, or are F, Cl, Br or CN, R.sup.2 is also H, A.sup.1 and A.sup.2 are each 1,4-phenylene, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, piperidine-1,4-diyl, 1,4-bicyclo[2.2.2]octylene or pyrimidine-2,5-diyl groups which are unsubstituted or substituted by 1-4 F atoms, Z.sup.1 and Z.sup.2 are each --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.2 O--, or a single bond, m and n are each 0, 1, 2 or 3, but (m+n) is at least 1 and at most 3, it being possible, when m is 2 or 3, for the group A.sup.1 and, when n is 2 or 3, for the groups A.sup.2 each to be identical or different from one another, and the acid addition salts of those among these compounds which are basic, are suitable for use as components in liquid-crystal dielectrics.
    Type: Grant
    Filed: November 24, 1986
    Date of Patent: April 4, 1989
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Rudolf Eidenschink, Joachim Krause, Peter Fuss
  • Patent number: 4803289
    Abstract: Compounds of formula ##STR1## in which R represents hydrogen, formyl or an alkanoyl group of two to twenty-five carbon atoms and R' represents an alkyl group of one to thirty-five carbon atoms are of value as mosquito attractants, mosquitoes being attracted to a location where they and/or their eggs or larvae are then destroyed.
    Type: Grant
    Filed: June 8, 1983
    Date of Patent: February 7, 1989
    Assignee: National Research Development Corp.
    Inventors: Brian R. Laurence, John A. Pickett
  • Patent number: 4789682
    Abstract: Novel antihypercholesterolemic compounds of structure (I) or (II), ##STR1## pharmaceutically acceptable salts, thereof and a novel process for preparing compounds of structure I, are disclosed.
    Type: Grant
    Filed: March 17, 1987
    Date of Patent: December 6, 1988
    Assignee: Merck & Co., Inc.
    Inventor: Gerald E. Stokker
  • Patent number: 4734511
    Abstract: A method for producing .alpha.,.alpha.-dimethyl-.delta.-valerolactone which comprises carrying out the addition reaction of hydrogen bromide and 2,2-dimethyl-4-pentenoic acid in the presence or absence of a catalyst to synthesize 2,2-dimethyl-5-bromovaleric acid which is then subjected to ring-closure reaction by alkali treatment.
    Type: Grant
    Filed: October 16, 1986
    Date of Patent: March 29, 1988
    Assignee: Nitto Chemical Industry Co., Ltd.
    Inventors: Takeshi Inagaki, Tuyoshi Irie, Katsumi Nakamura, Denzi Sato
  • Patent number: 4680403
    Abstract: The invention relates to a process for producing N-protected-.alpha.L-aspartyl-L-phenylalanine methyl ester, which comprises esterifying L-phenylalanine with methanol in the presence of a strong acid catalyst, adding, to the resulting solution, an aqueous alkaline solution to neutralize the acid catalyst and a water-immiscible organic solvent to extract the free L-phenylalanine methyl ester thus formed, collecting the organic layer, and reacting the L-phenylalanine methyl ester dissolved in said collected organic layer with N-protected-L-aspartic anhydride.
    Type: Grant
    Filed: December 10, 1985
    Date of Patent: July 14, 1987
    Assignee: Ajinomoto Co., Inc.
    Inventors: Kunio Hisamitsu, Tadashi Takemoto, Toyoto Hijiya, Satoji Takahashi
  • Patent number: 4663468
    Abstract: There is disclosed a method of hydroformylating 3-methyl-3-buten-1-ol and analogs thereof with carbon monoxide and hydrogen in the presence of a rhodium compound free from modification by a ligand containing an element belonging to the group V of the periodic table as well as a method of producing 3-methylpentane-1,5-diol and .beta.-methyl-.delta.-valerolactone using such hydroformylation product.
    Type: Grant
    Filed: March 12, 1985
    Date of Patent: May 5, 1987
    Assignee: Kuraray Company, Ltd.
    Inventors: Yasuo Tokitoh, Noriaki Yoshimura
  • Patent number: 4634780
    Abstract: Lactones are produced by reacting an unsaturated alcohol capable of intramolecular esterification to form a lactone ring with carbon monoxide in the presence of a protonic acid and a catalyst comprising (a) at least one of the metals palladium, rhodium, ruthenium, iridium and cobalt, and (b) at least one of the metals copper, molybdenum and iron, the metals (a) and (b) being in the form of either the elemental metal or a compound thereof.
    Type: Grant
    Filed: September 24, 1985
    Date of Patent: January 6, 1987
    Assignee: The British Petroleum Company p.l.c.
    Inventors: Howard Alper, David J. H. Smith
  • Patent number: 4602006
    Abstract: Compounds of the formula ##STR1## wherein n is 1-3; R.sup.1, R.sup.2 and R.sup.3 are the same or different and are hydrogen, lower alkyl, lower alkenyl, lower alkynyl, aryl or aryl lower alkyl wherein when aryl is phenyl it is unsubstituted or independently substituted with one or more halo, lower alkyl or lower alkoxy groups; and R.sup.4 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl, trialkylsilyl, aryl or aryl lower alkyl wherein when aryl is phenyl it is unsubstituted or independently substituted by one or more halo, lower alkyl or lower alkoxy groups; excluding those compounds wherein R.sup.1 and R.sup.2 are hydrogen and R.sup.4 is ethyl, propyl or butyl. These compounds are useful as protease inhibitors.
    Type: Grant
    Filed: May 9, 1984
    Date of Patent: July 22, 1986
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Alexander Krantz, Tim F. Tam, Robin W. Spencer
  • Patent number: 4568757
    Abstract: A group of retinoids having "vitamin A type" activity which have the structure ##STR1## wherein R3 is a trimethylcyclohexenylethylene, tetramethyltetrahydronaphthalene or methoxytrimethylphenylethylene group;R1 and R2 which are different are selected from --OH, --OR4 and --NHR, provided one of R1 and R2 is OH; R4 is alkyl of 1 to 20 carbons; and R is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbons, hydroxyalkyl of 1 to 4 carbons, alkylhydroxyalkyl of 1 to 4 carbons, phenyl, hydroxyphenyl and carboxyphenyl, and R5 is a lactone or lactam of the structure ##STR2## and X is oxygen or NR where R is as above, and the pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: January 30, 1984
    Date of Patent: February 4, 1986
    Assignee: Research Triangle Institute
    Inventors: Frank I. Carroll, Anita H. Lewin
  • Patent number: 4556515
    Abstract: A method for preparing .beta.-acylenamine by condensing an oxime sulfonate with silyl enol ether in the presence of reagent, particularly the oxime sulfonate being represented by the following general formula.
    Type: Grant
    Filed: February 28, 1984
    Date of Patent: December 3, 1985
    Assignee: Toyo Stauffer Chemical Co., Ltd.
    Inventor: Hisashi Yamamoto
  • Patent number: 4529721
    Abstract: A compound of the formula: ##STR1## wherein u represents hydrogen, carboxamido, N-hydroxycarboxamido, carboxy, azido, an aryl, an acylamino, a protected carboxy or an N-alkoxycarboxamido, or, together with v, can represent --S-- or --CH.sub.2 S--; v represents hydrogen, halogen, cyano or an alkylthio, or, together with u, can represent --S-- or --CH.sub.2 S--, or, together with w, can represent --(CH.sub.2).sub.3 CO--; w represents hydrogen, carboamoyl, cyano, carboxy, an N-alkylcarbamoyl, an alkyl, an aryl, a protected carboxy or a heterocycle, or, together with v, can represents --(CH.sub.2).sub.
    Type: Grant
    Filed: September 21, 1983
    Date of Patent: July 16, 1985
    Assignee: Shionogi & Co., Ltd.
    Inventors: Wataru Nagata, Mitsuru Yoshioka, Yasuhiro Nishitani, Tsutomu Aoki, Toshiro Konoike, Tadatoshi Kubota
  • Patent number: 4525203
    Abstract: Compounds of the formula ##STR1## wherein X is a single bond or --C(CH.sub.3).sub.2 ; Y is a single bond or --CH.sub.2 -with the proviso that both X and Y are not a single bond, and Z is H or alkyl; each R is H, hydroxy, oxo, methylene, alkyl or alkoxy, or one pair of adjacent R groups form a carbon-carbon bond; and R.sup.1 is H or alkyl, are useful as herbicides or plant growth regulators.
    Type: Grant
    Filed: June 15, 1984
    Date of Patent: June 25, 1985
    Assignee: Shell Oil Company
    Inventors: George B. Payne, James E. Powell
  • Patent number: 4496723
    Abstract: Compounds which themselves are antibacterially active and/or which are useful as intermediates for producing antibacterially active materials such as penicillins and cephalosporins are obtained by the following syntheses:Benzyl-2-(2,2-dimethyl-1,3-dioxan-5-ylidene)-2(N-formyl-1)-aminoacetate to benzyl-2,2-dimethylspiro-[1,3-dioxane-5,5'-1',3-thiazoline]-4'-carboxylate to benzyl 2-(2,2-dimethyl-1,3-dioxan-5-ylidene)-2[N-(methylthiomethylene)-amino] acetate to benzyl 2-(trans-3-azido-4-methylthio-2-oxo-1-azetidinyl)-2-(2,2-dimethyl-1,3-diox an-5-ylidene) acetate to benzyl 2(trans-3-benzoylamino-4-methylthio-1-azetidinyl)-2-(2,2-dimethyl-1,3-diox an-5-ylidene) acetate to either (1) benzyl 2-(7-oxo-3-phenyl-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-en-6-yl)-2-(2,2-dime thyl-1.3-dioxan-5-ylidene)acetate or (2) benzyl 2-(trans-3-benzoylamino-4-chloro-1-azetidinyl)-2-(2,2-dimethyl-1,3-dioxan- 5-ylidene) acetate and then to the product benzyl-7-benzoylamino-1-dethia-1-oxa-3-hydroxymethyl-cephem-4-carboxylate.
    Type: Grant
    Filed: June 20, 1983
    Date of Patent: January 29, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dieter Hoppe, Heinz-Werner Kleemann
  • Patent number: 4465847
    Abstract: There is provided a one-step process for the production of diols.There is provided a process for the conversion of diols in a one-step reaction to polyesters and to lactones, wherein the diols are reacted in the presence of a Group VIII (of the Periodic Table) catalyst with an oxidizing agent, i.e. an agent adapted to remove hydrogen from the reactants, the process being carried out at elevated temperatures. According to a specific embodiment diols having a certain number of carbons are directly converted to lactones, while another embodiment provides for the conversion of but-2-yne-1, 4-diol to butyrolactone.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: August 14, 1984
    Assignee: Ramot University Authority for Applied Research and Industry Development Ltd.
    Inventor: Youval Shvo
  • Patent number: 4424369
    Abstract: There are disclosed substituted lactones of the formula ##STR1## wherein A stands for --CH--CH.sub.2 X (X being Cl, Br or OH), --CHY--CHY--(Y being Cl or Br), or ##STR2## and R.sup.1, R.sup.2 and R.sup.3 are the same or different radicals from the group of hydrogen and C.sub.1 to C.sub.10 alkyls, at least one of the radicals R.sup.1, R.sup.2 and R.sup.3 being such an alkyl radical, and process for making the same.
    Type: Grant
    Filed: July 13, 1981
    Date of Patent: January 3, 1984
    Assignee: Dynamit Nobel AG
    Inventor: Hans-Georg Schmidt
  • Patent number: 4415740
    Abstract: A method for preparing a lactone reaction product comprising reacting an alkenyl-succinic acid under substantially anhydrous conditions at elevated temperature ranging up to about 100.degree. in the presence of an .alpha. carbon halogen substituted acetic acid. The .alpha. carbon halogen substituted acetic acid may have from one to three halogen substituents and has a pKa of less than 3.
    Type: Grant
    Filed: June 14, 1982
    Date of Patent: November 15, 1983
    Assignee: Texaco Inc.
    Inventor: Benjamin J. Kaufman
  • Patent number: 4413133
    Abstract: Process for manufacturing chlorolactones by reacting, within an ahydrous organic solvent, a metal N-chlorosulfonamidate of the formula ##STR1## wherein R is a hydrogen or halogen atom or an alkyl radical, Ar is a mono- or polycyclic divalent aromatic radical and M is an alkali metal, with a substantially stoichiometrical proportion of an aliphatic or alicyclic carboxylic acid having at least one double bond separated from the COOH group by at least 2 carbon atoms, in the presence of a substantially stoichiometrical amount of a strong acid whose conjugate base is weakly nucleophilic.
    Type: Grant
    Filed: November 13, 1981
    Date of Patent: November 1, 1983
    Assignee: Institut Francais du Petrole
    Inventors: Bernard Damin, Alain Forestiere, Bernard Sillion
  • Patent number: 4393224
    Abstract: A process for the manufacture of 2-ethylidenehept-6-en-5-olide which comprises reacting in a liquid medium 1,3-butadiene with carbon dioxide in the presence of a palladium complex catalyst and a tertiary amine.
    Type: Grant
    Filed: October 19, 1981
    Date of Patent: July 12, 1983
    Assignee: Imperial Chemical Industries Plc.
    Inventor: James A. Daniels
  • Patent number: 4387233
    Abstract: Novel intermediates for production of insecticidal cis-3-(2,2-disubstituted-ethenyl)-2,2-dimethylcyclopropanecarboxylates, processes for preparing the intermediates, and processes for preparing the final product insecticides via a novel bicyclic lactone intermediate are described and exemplified.
    Type: Grant
    Filed: March 1, 1982
    Date of Patent: June 7, 1983
    Assignee: FMC Corporation
    Inventors: Kiyoshi Kondo, Toshiyuji Takashima, Minoru Suda
  • Patent number: 4353832
    Abstract: A process for the production of carboxyl compounds such as caprolactones, in which the corresponding carbonyl compounds are oxidized with hydrogen peroxide in the presence of a catalyst in a substantially anhydrous liquid medium. The water formed by the reaction and any water introduced into the reaction mixture are removed from the reaction mixture.
    Type: Grant
    Filed: June 5, 1980
    Date of Patent: October 12, 1982
    Assignee: INTEROX (Societe Anonyme)
    Inventors: Andre Lecloux, Claude Declerck, Franz Legrand
  • Patent number: 4348535
    Abstract: There are disclosed substituted lactones of the formula ##STR1## wherein A stands for --CH--CH.sub.2 X (X being Cl, Br or OH), --CHY--CHY-- (Y being Cl or Br), or ##STR2## and R.sup.1, R.sup.2 and R.sup.3 are the same or different radicals from the group of hydrogen and C.sub.1 to C.sub.10 alkyls, at least one of the radicals R.sup.1, R.sup.2 and R.sup.3 being such an alkyl radical, and process for making the same.
    Type: Grant
    Filed: December 19, 1980
    Date of Patent: September 7, 1982
    Assignee: Dynamit Nobel AG
    Inventor: Hans-Georg Schmidt
  • Patent number: 4344884
    Abstract: Novel intermediates for production of insecticidal cis-3-(2,2-disubstituted-ethenyl)-2,2-dimethylcyclopropanecarboxylates, processes for preparing the intermediates, and processes for preparing the final product insecticides via a novel bicyclic lactone intermediate are described and exemplified.
    Type: Grant
    Filed: June 30, 1980
    Date of Patent: August 17, 1982
    Assignee: FMC Corporation
    Inventors: Kiyoshi Kondo, Toshiyuki Takashima, Minoru Suda
  • Patent number: 4342694
    Abstract: Processes for producing a (1.alpha., 4.alpha., 5.alpha.)-6,6-dimethyl-4-halo-substituted-methyl-3-oxabicyclo[3.1.0]hexan- 2-one and its novel intermediates from known and inexpensive starting materials are described and exemplified. The halomethyl bicyclic lactone is a useful intermediate for the preparation of insecticidal cis-3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropanecarboxylates or cis-3-(2-halo-2-trihalomethylethenyl)-2,2-dimethylcyclopropanecarboxylates .
    Type: Grant
    Filed: June 23, 1980
    Date of Patent: August 3, 1982
    Assignee: FMC Corporation
    Inventors: Kiyoshi Kondo, Toshiyuki Takashima, Minoru Suda