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Title:
α,α-DIFLUOROACETALDEHYDE PRODUCTION METHOD
Document Type and Number:
WIPO Patent Application WO/2014/115801
Kind Code:
A1
Abstract:
This α,α-difluoroacetaldehyde production method involves reacting α,α-difluoroacetic acid esters with hydrogen gas (H2) in the presence of a ruthenium catalyst. By adopting specific reaction conditions (in particular, a reaction medium and reaction temperature), it is possible to selectively obtain α,α-difluoroacetaldehyde, which is a partial reductant of hydrogenation, and this can be an alternative method to hydride reduction, which is difficult to implement industrially.

Inventors:
OOTSUKA, Takashi (LIMITED 17-5, Nakadai 2-chome, Kawagoe-sh, Saitama 59, 〒3501159, JP)
IMAMURA, Mari (LIMITED 17-5, Nakadai 2-chome, Kawagoe-sh, Saitama 59, 〒3501159, JP)
ISHII, Akihiro (LIMITED 17-5, Nakadai 2-chome, Kawagoe-sh, Saitama 59, 〒3501159, JP)
UEDA, Koji (LIMITED 17-5, Nakadai 2-chome, Kawagoe-sh, Saitama 59, 〒3501159, JP)
MIMURA, Shunsuke (LIMITED 17-5, Nakadai 2-chome, Kawagoe-sh, Saitama 59, 〒3501159, JP)
Application Number:
JP2014/051365
Publication Date:
July 31, 2014
Filing Date:
January 23, 2014
Export Citation:
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Assignee:
CENTRAL GLASS COMPANY, LIMITED (5253, Oaza Okiube Ube-sh, Yamaguchi 01, 〒7550001, JP)
International Classes:
C07C45/41; C07C47/14; C07B61/00
Domestic Patent References:
WO2012105431A12012-08-09
WO2012105431A12012-08-09
WO2013018573A12013-02-07
WO2011048727A12011-04-28
Foreign References:
JPH11501575A1999-02-09
Other References:
TAKAO IKARIYA ET AL.: "Catalytic Reductive Transformations of Carboxylic and Carbonic Acid Derivatives Using Molecular Hydrogen", ACS CATALYSIS, vol. 2, pages 1718 - 1741, XP055266853
TAKAO IKARIYA ET AL.: "Practical Selective Hydrogenation of ?-Fluorinated Esters with Bifunctional Pincer-Type Ruthenium(II) Catalysts Leading to Fluorinated Alcohols or Fluoral Hemiacetals", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 135, 13 June 2013 (2013-06-13), pages 9600 - 9603, XP055103702
See also references of EP 2949639A4
J. ORG. CHEM. (U.S., vol. 58, 1993, pages 2302 - 2312
"Protective Groups in Organic Synthesis, Third Edition,", 1999, JOHN WILEY & SONS, INC.
L. S. HEGEDUS: "Transition Metals in the Synthesis of Complex Organic Molecules", 2001, TOKYO KAGAKU DOJIN, pages: 4 - 9
RYOJI NOYORI ET AL.: "Organic Chemistry for Graduate Students", vol. II, 1999, TOKYO KAGAKU DOJIN, article "Molecular Structure & Reaction/Organic Metal Chemistry", pages: 389 - 390
ANGEW. CHEM. INT. ED., vol. 52, 2013, pages 2538 - 2542
ORGANOMETALLICS, vol. 31, 2012, pages 5239 - 5242
ANGEW. CHEM. INT. ED., vol. 51, 2012, pages 2772 - 2775
ANGEW. CHEM. INT. ED., vol. 45, 2006, pages 1113 - 1115
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, JAPAN, vol. 57, no. 10, 1999, pages 102 - 104
Attorney, Agent or Firm:
KOBAYASHI, Hiromichi et al. (Ekisaikai Bldg. 1-29, Akashi-cho, Chuo-k, Tokyo 44, 〒1040044, JP)
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