Title:
PREPARATION METHOD FOR AROMATIC DIFLUOROACETIC ACID ESTER
Document Type and Number:
WIPO Patent Application WO/2011/062033
Kind Code:
A1
Abstract:
Disclosed is a method for preparing a compound having a difluoromethylene group at an even lower cost and with excellent yield. Specifically disclosed is a preparation method for an aromatic difluoroacetic acid ester that involves reacting an α-silyl difluoroacetic acid ester and an iodobenzene comprising an electroattracting group, in the presence of a metal halide.
Inventors:
AMII HIDEKI (JP)
FUJIKAWA KENICHI (JP)
FUJIOKA YASUTAKA (JP)
MATSUURA MAKOTO (JP)
FUJIKAWA KENICHI (JP)
FUJIOKA YASUTAKA (JP)
MATSUURA MAKOTO (JP)
Application Number:
PCT/JP2010/068920
Publication Date:
May 26, 2011
Filing Date:
October 26, 2010
Export Citation:
Assignee:
CENTRAL GLASS CO LTD (JP)
AMII HIDEKI (JP)
FUJIKAWA KENICHI (JP)
FUJIOKA YASUTAKA (JP)
MATSUURA MAKOTO (JP)
AMII HIDEKI (JP)
FUJIKAWA KENICHI (JP)
FUJIOKA YASUTAKA (JP)
MATSUURA MAKOTO (JP)
International Classes:
C07C67/313; C07C67/343; C07C69/65; C07C69/76; C07C201/12; C07C205/56; C07C253/30; C07C255/57; C07B61/00
Foreign References:
| JP2002047293A | 2002-02-12 | |||
| JP2000229987A | 2000-08-22 | |||
| JP2009263316A | 2009-11-12 |
Other References:
KAZUYUKI S. ET AL.: "Synthesis of Alkenyl- and Aryldifluoroacetate Using a Copper Complex from Ethyl Bromodifluoroacetate", CHEM. PHARM. BULL., vol. 47, no. 7, 1999, pages 1013 - 1016, XP055059972
K. SATO ET AL.: "Reactions of ethyl bromodifluoroacetate in the presence of copper powder", JOURNAL OF FLUORINE CHEMISTRY, vol. 125, 2004, pages 509 - 515, XP004507051
KENJI U. ET AL.: "Electroreductive Defluorination of trifluoromethyl Ketones and Trifluoroacetic Acid Derivatives", J. ORG. CHEM., vol. 64, 1999, pages 6717 - 6723, XP002977596
HIDEKI A. ET AL.: "A Practical and Highly Efficient Synthesis of a-(Trimethylsilyl)- difluoro-acetates", SYNTHESIS, 2000, pages 2001 - 2003, XP001180576
KENJI U. ET AL.: "Defluorinative silylation toward a selective preparation of a- trimethylsilyl-a,a-difluoroacetates from trifluoroacetates", CHEM. COMMUN., 1999, pages 613 - 614, XP055094315
"90th Annual Meeting of Chemical Society of Japan in Spring Koen Yokoshu IV", 2010, article KEN'ICHI FUJIKAWA ET AL.: "Keiso Kagobutsu no Cross Cupling Hanno ni yoru 2-Aryldifluoro Sakusan Ester no Gosei", pages: 1344, XP008167901
K. SATO ET AL.: "Synthesis of Alkynyl- and Aryldifluoroacetate Using a Copper Complex from Ethyl Bromodifluoroacetate", CHEM. PHARM. BULL., vol. 47, 1999, pages 1013 - 1016, XP055059972, DOI: doi:10.1248/cpb.47.1013
See also references of EP 2502898A4
K. SATO ET AL.: "Reactions of ethyl bromodifluoroacetate in the presence of copper powder", JOURNAL OF FLUORINE CHEMISTRY, vol. 125, 2004, pages 509 - 515, XP004507051
KENJI U. ET AL.: "Electroreductive Defluorination of trifluoromethyl Ketones and Trifluoroacetic Acid Derivatives", J. ORG. CHEM., vol. 64, 1999, pages 6717 - 6723, XP002977596
HIDEKI A. ET AL.: "A Practical and Highly Efficient Synthesis of a-(Trimethylsilyl)- difluoro-acetates", SYNTHESIS, 2000, pages 2001 - 2003, XP001180576
KENJI U. ET AL.: "Defluorinative silylation toward a selective preparation of a- trimethylsilyl-a,a-difluoroacetates from trifluoroacetates", CHEM. COMMUN., 1999, pages 613 - 614, XP055094315
"90th Annual Meeting of Chemical Society of Japan in Spring Koen Yokoshu IV", 2010, article KEN'ICHI FUJIKAWA ET AL.: "Keiso Kagobutsu no Cross Cupling Hanno ni yoru 2-Aryldifluoro Sakusan Ester no Gosei", pages: 1344, XP008167901
K. SATO ET AL.: "Synthesis of Alkynyl- and Aryldifluoroacetate Using a Copper Complex from Ethyl Bromodifluoroacetate", CHEM. PHARM. BULL., vol. 47, 1999, pages 1013 - 1016, XP055059972, DOI: doi:10.1248/cpb.47.1013
See also references of EP 2502898A4
Attorney, Agent or Firm:
KOBAYASHI Hiroshi et al. (JP)
Kobayashi 浩 (JP)
Kobayashi 浩 (JP)
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