Title:
PROCESS FOR PREPARATION OF (Z)-CYANOALKENYLCYCLOPROPANECARBOXYLIC ACID COMPOUNDS
Document Type and Number:
WIPO Patent Application WO/2011/068244
Kind Code:
A1
Abstract:
A process for the preparation of (Z)-cyanoalkenylcyclopropanecarboxylic acid compounds, including a step of isomerizing an (E)-cyanoalkenylcyclopropanecarboxylic acid compound (1) into a (Z)-cyanoalkenylcyclopropanecarboxylic acid compound (2) in the presence of at least one isomerization catalyst selected from the group consisting of bromine, hydrogen bromide, carboxylic acid bromides, phosphorus bromides, N-bromoimides, N-bromoamides, alkylsilyl bromides, thionyl bromide, boron bromides, aluminum bromides, thiols, disulfides, thiocarboxylic acid compounds, nitric acid, and nitrates (salts). In formulae (1) and (2), R1 is optionally substituted alkyl or a halogen atom; and R2 is a hydrogen atom, optionally substituted alkyl, or optionally substituted benzyl.
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Inventors:
SOMYO TOSHIO (JP)
UEKAWA TORU (JP)
MORI TATSUYA (JP)
UEKAWA TORU (JP)
MORI TATSUYA (JP)
Application Number:
PCT/JP2010/071951
Publication Date:
June 09, 2011
Filing Date:
December 01, 2010
Export Citation:
Assignee:
SUMITOMO CHEMICAL CO (JP)
SOMYO TOSHIO (JP)
UEKAWA TORU (JP)
MORI TATSUYA (JP)
SOMYO TOSHIO (JP)
UEKAWA TORU (JP)
MORI TATSUYA (JP)
International Classes:
C07C253/30; C07C255/31; C07B35/08; C07B61/00
Foreign References:
| JP2004002363A | 2004-01-08 | |||
| JP2008239597A | 2008-10-09 | |||
| JP2009185019A | 2009-08-20 | |||
| JP2004002363A | 2004-01-08 | |||
| JP2008239597A | 2008-10-09 | |||
| JP2008044900A | 2008-02-28 |
Other References:
UEDA KENZO ET AL.: "Studies on Chrysanthemic Acid - Part XX. Synthesis of Four Geometrical Isomers of (+-)-Pyrethric Acid", AGRICULTURAL AND BIOLOGICAL CHEMISTRY, vol. 34, no. 7, 1970, pages 1119 - 1125, XP055094130
TORTAJADA JEANINE ET AL.: "Preparation d'olefines trisubstituees bifonctionnelles par voie photochimique", TETRAHEDRON, vol. 40, no. 3, 1984, pages 613 - 619, XP026658894
ARMESTO DIEGO ET AL.: "Photochemistry of BETA, y-unsaturated oxime acetates. Aza-dl-TT-methane reactivity offunctionalised all-aliphatic systems. A photochemical approach to pyrethrin-likecyclopropane derivatives-LIKE CYCLOPROPANE DERIVATIVES", TETRAHEDRON, vol. 46, no. 17, 1990, pages 6185 - 6192, XP055094895
AGR. BIOL. CHEM., vol. 34, 1970, pages 1119
See also references of EP 2508509A4
TORTAJADA JEANINE ET AL.: "Preparation d'olefines trisubstituees bifonctionnelles par voie photochimique", TETRAHEDRON, vol. 40, no. 3, 1984, pages 613 - 619, XP026658894
ARMESTO DIEGO ET AL.: "Photochemistry of BETA, y-unsaturated oxime acetates. Aza-dl-TT-methane reactivity offunctionalised all-aliphatic systems. A photochemical approach to pyrethrin-likecyclopropane derivatives-LIKE CYCLOPROPANE DERIVATIVES", TETRAHEDRON, vol. 46, no. 17, 1990, pages 6185 - 6192, XP055094895
AGR. BIOL. CHEM., vol. 34, 1970, pages 1119
See also references of EP 2508509A4
Attorney, Agent or Firm:
NAKAYAMA, Tohru et al. (JP)
Nakayama 亨 (JP)
Nakayama 亨 (JP)
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