Title:
METHOD FOR PRODUCING COMPOUND HAVING BUTADIENE SKELETON AND CONTAINING HYDROGEN AND FLUORINE AND/OR CHLORINE
Document Type and Number:
WIPO Patent Application WO/2018/199212
Kind Code:
A1
Abstract:
The purpose of the present invention is to provide a method for conveniently and industrially producing at low cost, a compound having a polyene skeleton and containing hydrogen and fluorine and/or chlorine. Provided is a method for producing a halogenated diene represented by formula (1), A1A2C=CA3-CA4=CA5A6 [in the formula, A1, A2, A5, and A6 independently represent hydrogen, fluorine or chlorine, a C1-3 (perfluoro) alkyl group or (perfluoro) alkenyl group, A3 and A4 independently represent hydrogen, fluorine or chlorine, at least one among A1-A6 represents hydrogen, and at least one among A1-A6 represents fluorine or chlorine], the method comprising a step for subjecting identical or different halogenated olefins represented by formula (2), A7A8C=CA9X [in the formula, A7 and A8 independently represent hydrogen, fluorine or chlorine, a C1-3 (perfluoro) alkyl group or (perfluoro) alkenyl group, A9 independently represents hydrogen, fluorine or chlorine, and X represents bromine or iodine], to a coupling reaction in the presence of a zero-valent metal.
Inventors:
AMII HIDEKI (JP)
SHIMODA MITSUHARU (JP)
IKETANI YOSHIHIKO (JP)
KIMURA RYO (JP)
SHIMODA MITSUHARU (JP)
IKETANI YOSHIHIKO (JP)
KIMURA RYO (JP)
Application Number:
PCT/JP2018/016930
Publication Date:
November 01, 2018
Filing Date:
April 26, 2018
Export Citation:
Assignee:
KANTO DENKA KOGYO KK (JP)
UNIV GUNMA NAT UNIV CORP (JP)
UNIV GUNMA NAT UNIV CORP (JP)
International Classes:
C07C17/269; C07C21/20; C07B61/00
Foreign References:
| JP2008510832A | 2008-04-10 | |||
| JPS50112307A | 1975-09-03 |
Other References:
PARK, J. D. ET AL.: "Preparation and some properties of certain fluorovinyl iodides and some fluorinated butadienes", JOURNAL OF ORGANIC CHEMISTRY, vol. 23, 1958, pages 1661 - 1665, XP055527834
AKKERMAN, F. A. ET AL.: "Synthesis of fluorinated dienes by palladium-catalyzed coupling reactions", CHEMISTRY-AN ASIAN JOURNAL, vol. 3, 2008, pages 719 - 731
RAMACHANDRAN, P. V. ET AL.: "Preparative-scale one-pot syntheses of hexafluoro-1,3-butadiene", JOURNAL OF FLUORINE CHEMISTRY, vol. 129, no. 5, 2008, pages 443 - 446, XP022615600
BURION, D. J. ET AL.: "Coupling routes to hexafluoro-1, 3- butadiene, substituted-1,3- fluorine-containing butadienes and fluorinated polyenes", JOURNAL OF FLUORINE CHEMISTRY, vol. 129, 2008, pages 435 - 442, XP022615599
SOME, S. ET AL.: "Synthesis of substituted benzene derivatives by homo- and hetero-coupling of 2- bromobenzaldehyde and bromoviny laldehydes followed by McMurry coupling", TETRAHEDRON LETTERS, vol. 47, 2006, pages 1221 - 1224
AKKERMAN, F. A. ET AL.: "Synthesis of fluorinated dienes by palladium-catalyzed coupling reactions", CHEMISTRY-AN ASIAN JOURNAL, vol. 3, 2008, pages 719 - 731
RAMACHANDRAN, P. V. ET AL.: "Preparative-scale one-pot syntheses of hexafluoro-1,3-butadiene", JOURNAL OF FLUORINE CHEMISTRY, vol. 129, no. 5, 2008, pages 443 - 446, XP022615600
BURION, D. J. ET AL.: "Coupling routes to hexafluoro-1, 3- butadiene, substituted-1,3- fluorine-containing butadienes and fluorinated polyenes", JOURNAL OF FLUORINE CHEMISTRY, vol. 129, 2008, pages 435 - 442, XP022615599
SOME, S. ET AL.: "Synthesis of substituted benzene derivatives by homo- and hetero-coupling of 2- bromobenzaldehyde and bromoviny laldehydes followed by McMurry coupling", TETRAHEDRON LETTERS, vol. 47, 2006, pages 1221 - 1224
Attorney, Agent or Firm:
ONO, Shinjiro et al. (JP)
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