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Title:
METHOD FOR PRODUCING OPTICALLY ACTIVE 1-BROMO-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL] ETHANE
Document Type and Number:
WIPO Patent Application WO/2012/011516
Kind Code:
A1
Abstract:
Disclosed is a method that is for producing 1-bromo-1-[3,5-bis(trifluoromethyl)phenyl] ethane having high optical purity, and that is a method containing a step for brominating optically active 1-[3,5-bis(trifluoromethyl)phenyl] ethanol using, as a brominating agent, either a) the combination of a phosphorus halide and hydrogen bromide, b) the combination of 1,2-dibromo-1,1,2,2-tetrachloroethane and the organophosphorus compound represented by general formula I, which is P(R1)(R2)(R3) (in the formula: R1, R2 and R3 each independently indicate a C6-10 aryl group, a C6-10 aryloxy group, a C1-10 alkyl group, a C1-10 alkoxyl group, a C3-6 cycloalkyl group, or a C3-6 cycloalkoxyl group), or c) the combination of N-bromosuccinimide and a dialkyl sulphide.

Inventors:
KUSAKABE TAICHI (JP)
MATSUDA KENNOSUKE (JP)
YAMAZAKI KOICHI (JP)
OHGIYA TADAAKI (JP)
SHIBUYA KIMIYUKI (JP)
Application Number:
PCT/JP2011/066512
Publication Date:
January 26, 2012
Filing Date:
July 21, 2011
Export Citation:
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Assignee:
KOWA CO (JP)
KUSAKABE TAICHI (JP)
MATSUDA KENNOSUKE (JP)
YAMAZAKI KOICHI (JP)
OHGIYA TADAAKI (JP)
SHIBUYA KIMIYUKI (JP)
International Classes:
C07C17/16; C07C22/08; C07B53/00
Domestic Patent References:
WO2009062371A12009-05-22
WO2008129951A12008-10-30
WO2007044829A22007-04-19
Foreign References:
JP2010077116A2010-04-08
JP3938651B22007-06-27
Other References:
J. AM. CHEM. SOC., vol. 125, 2003, pages 2129 - 2135
J. ORG. CHEM., vol. 71, 2006, pages 7378 - 7390
TETRAHEDRON LETT., vol. 48, 2007, pages 8001 - 8004
J. ORG. CHEM., vol. 26, 1961, pages 3645 - 3649
INDIAN J. CHEM., SEC B, vol. 44B, 2005, pages 557 - 562
SYNTHESIS COMMUN., 1983, pages 139 - 141
TETRAHEDRON LETT., vol. 42, 1972, pages 4339 - 4342
"Guide Book of Japanese Pharmacopoeia", 1996, HIROKAWA PUBLISHING CO.
See also references of EP 2597079A4
Attorney, Agent or Firm:
SIKs & Co. (JP)
Patent business corporation patent firm Sykes (JP)
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Claims: