Ketones Patents (Class 568/303)
  • Patent number: 4258205
    Abstract: New 2,2-dimethylcyclopropanecarbaldehyde dimethyl acetal derivatives of the formula ##STR1## wherein X is --CH.sub.2 OC(O)CH.sub.3, --CH.sub.2 OH, or --CHO are useful chemical intermediates for the preparation of pesticidally active cyclopropanecarboxylates.
    Type: Grant
    Filed: December 4, 1978
    Date of Patent: March 24, 1981
    Assignee: Shell Oil Company
    Inventors: Johannes Van Berkel, Hendrik C. Kelderman
  • Patent number: 4254280
    Abstract: 2-(2-Hydroxy-3-oxobutyl)-3,3-dimethylcyclopropanecarbaldehyde and certain derivatives thereof, such as 1-[2-(2,2-dihalovinyl)-3,3-dimethylcyclopropyl]-3-oxo-2-butyl acetate, are useful intermediates for the preparation of dihalovinyl-type pyrethroid esters.
    Type: Grant
    Filed: November 23, 1979
    Date of Patent: March 3, 1981
    Assignee: Shell Oil Company
    Inventor: Johannes Syrier
  • Patent number: 4252820
    Abstract: 2,2-Dimethyl-3-(2'-perfluoroalkyl-2'-perhaloalkyl-vinyl)-cyclopropane of the formula ##STR1## in which R is --COOR.sup.2, --COOH, --CO--Halogen, --CN or --CO--CH.sub.3,R.sup.1 is fluorine or CF.sub.3,R.sup.3 is fluorine, chlorine, bromine or R.sup.1 CF.sub.2 --, andR.sup.2 is the radical of an alcoholwhich possess arthropodicidal properties. These compounds can be produced by adding a compound of the formula ##STR2## to an olefin of the formula ##STR3## to produce a compound of the formula ##STR4## and dehydrohalogenating said compound. This compound may be hydrolyzed, saponified or esterified, depending upon the particular derivative desired.
    Type: Grant
    Filed: July 2, 1979
    Date of Patent: February 24, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Hermann Hagemann, Ingeborg Hammann, Wolfgang Behrenz, Bernhard Homeyer
  • Patent number: 4247711
    Abstract: 2-Formyl-3,3-dimethylcyclopropylacetic acid is prepared by ozonolysis of 3-acetyl-6,6-dimethylbicyclo[3.1.0]-2-hexene followed by reductive cleavage of the ozonolysis product thus formed. The 3-acetyl-6,6-dimethylbicyclo[3.1.0]-2-hexene is prepared by contacting 2-(2-acetyl-3-oxobutyl)-3,3-dimethylcyclopropanecarbaldehyde with a base in the presence of a solvent.
    Type: Grant
    Filed: April 24, 1979
    Date of Patent: January 27, 1981
    Assignee: Shell Oil Company
    Inventors: Pieter A. Verbrugge, Petrus A. Kramer
  • Patent number: 4242279
    Abstract: The invention relates to 2-(2,2-dihalovinyl)-3,3-dimethylcyclopropylacetones which are intermediates for the preparation of pyrethroids which have good insecticidal properties.
    Type: Grant
    Filed: September 24, 1979
    Date of Patent: December 30, 1980
    Assignee: Shell Oil Company
    Inventors: Pieter A. Verbrugge, Petrus A. Kramer
  • Patent number: 4241081
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an acyl group or certain optionally halo-substituted hydrocarbyl groups, and X is --CH.sub.2 CH(OCH.sub.3).sub.2, --CH.sub.2 CHO, --CH.dbd.CHOR.sup.2 in which R.sup.2 is acyl,--CHO,--C(O)Cl, --C(O)Br or --C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.
    Type: Grant
    Filed: July 23, 1979
    Date of Patent: December 23, 1980
    Assignee: Shell Oil Company
    Inventor: Steven A. Roman
  • Patent number: 4230891
    Abstract: New 2-(2,2-dihalovinyl)-3,3-dimethylcyclopropane derivatives of the formula ##STR1## wherein each Hal is a halogen atom and R is dimethoxyethyl, 2-acetyl-3-oxobutyl, 2-methoxycarbonylpropyl or 2-acetyl-2-hydroxy-3-oxobutyl, are useful chemical intermediates for the preparation of pesticidally active cyclopropanecarboxylates.
    Type: Grant
    Filed: December 5, 1978
    Date of Patent: October 28, 1980
    Assignee: Shell Oil Company
    Inventors: Pieter A. Verbrugge, Petrus A. Kramer, Johannes Van Berkel, Hendrik C. Kelderman
  • 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
  • Patent number: 4215044
    Abstract: Process for preparing an organic compound of the formula R.sup.2 R.sup.2 CFC(O)R.sup.3, which process comprises contacting and reacting in a reaction mixture which includes an inert solvent, at a temperature of -40.degree. C. to -100.degree. C., ROF and ##STR1## R is polyfluoroperhaloalkyl of 1-6 carbon atoms or FOCF.sub.2 ; R.sup.1 is hydrocarbyl of 1-6 carbon atoms;each R.sup.2 is selected from H, alkyl of 1-17 carbon atoms, cycloalkyl of 3-6 carbon atoms, aryl, heteroaryl and such alkyl, cycloalkyl, aryl and heteroaryl substituted by halogen or alkoxy of 1-6 carbon atoms;R.sup.3 is selected from H, alkyl and haloalkyl of 1-16 carbon atoms, cycloalkyl of 3-10 carbon atoms, aryl and haloaryl, OSi(R.sup.1).sub.3, OH, NH.sub.2, alkoxy of 1-6 carbon atoms, aryloxy, NHR.sup.1 and NR.sup.1.sub.2 wherein R.sup.1 is alkyl of 1-6 carbon atoms, N-arylamino and nitrogen or sulfur heterocyclic of 4-5 carbon atoms;R.sup.3 and one R.sup.2 taken together is a diradical which with the C.dbd.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: July 29, 1980
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William J. Middleton
  • Patent number: 4209642
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an acyl group or certain optionally halo-substituted hydrocarbyl groups, and X is --CH.sub.2 CH(OCH.sub.3).sub.2, --CH.sub.2 CHO, --CH.dbd.CHOR.sup.2 in which R.sup.2 is acyl, --CHO, --C(O)Cl, --C(O)Br or --C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.
    Type: Grant
    Filed: March 15, 1979
    Date of Patent: June 24, 1980
    Assignee: Shell Oil Company
    Inventor: Steven A. Roman