Title:
PRODUCTION METHOD FOR EPOXY ALCOHOL COMPOUND
Document Type and Number:
WIPO Patent Application WO/2012/053659
Kind Code:
A1
Abstract:
An epoxy alcohol compound represented by formula (3) (where R represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and Ar represents an aromatic group or a methyl group substituted with an aromatic group) is readily produced by mixing an isomer mixture containing the epoxy alcohol compound represented by formula (3) and a structural isomer thereof, that is, an epoxy alcohol compound represented by formula (3') (where R and Ar have the same definitions as described above), with an acid at 30°C to 70°C, and by obtaining an epoxy alcohol compound represented by formula (3) from the resulting mixture.
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Inventors:
MURAOKA HIDEO (JP)
ARAI NOBUHIRO (JP)
MIZUNO TADASHI (JP)
ARAI NOBUHIRO (JP)
MIZUNO TADASHI (JP)
Application Number:
PCT/JP2011/074601
Publication Date:
April 26, 2012
Filing Date:
October 19, 2011
Export Citation:
Assignee:
SUMITOMO CHEMICAL CO (JP)
MURAOKA HIDEO (JP)
ARAI NOBUHIRO (JP)
MIZUNO TADASHI (JP)
MURAOKA HIDEO (JP)
ARAI NOBUHIRO (JP)
MIZUNO TADASHI (JP)
International Classes:
C07D301/02; C07D301/32; C07D303/08; C07D303/14; C07D405/06
Domestic Patent References:
| WO1986001799A1 | 1986-03-27 | |||
| WO2006059759A1 | 2006-06-08 |
Foreign References:
| JPS6434967A | 1989-02-06 | |||
| JPS4955575A | 1974-05-29 | |||
| JP2008044899A | 2008-02-28 |
Other References:
RANU,B.C. ET AL.: "Selective reductive cleavage of 2,3-epoxybromides by the InCl3-NaBH4 reagent system", TETRAHEDRON LETTERS, vol. 45, no. 46, 2004, pages 8579 - 8581, XP004602265, DOI: doi:10.1016/j.tetlet.2004.09.120
DING,B. ET AL.: "Trimethyl Phosphite as a Trap for Alkoxy Radicals Formed from the Ring Opening of Oxiranylcarbinyl Radicals. Conversion to Alkenes. Mechanistic Applications to the Study of C-C versus C-O Ring Cleavage", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 125, no. 11, 2003, pages 3248 - 3259
CASAS,J. ET AL.: "Epoxide hydrolase activity on juvenile hormone in Manduca sexta", INSECT BIOCHEMISTRY, vol. 21, no. 1, 1991, pages 17 - 26, XP025202654, DOI: doi:10.1016/0020-1790(91)90060-R
KITAZUME,T. ET AL.: "Fluorination of carbinols with 2,2-difluoro-1,3-dimethylimidazolidine in ionic liquid", JOURNAL OF FLUORINE CHEMISTRY, vol. 125, no. 10, 2004, pages 1509 - 1511, XP004579058, DOI: doi:10.1016/j.jfluchem.2004.06.001
KARIKOMI,M. ET AL.: "Stereospecific isomerization of 3-substituted-3-bromo-1,2- epoxypropanes using magnesium bromide", TETRAHEDRON LETTERS, vol. 43, no. 25, 2002, pages 4487 - 4490, XP004361181, DOI: doi:10.1016/S0040-4039(02)00830-4
NARABU,S. ET AL.: "Novel method for synthesis of 3-thietanols using ammonium thiocarbamate", NIPPON KAGAKU KAISHI, 1996, pages 462 - 470
DING,B. ET AL.: "Trimethyl Phosphite as a Trap for Alkoxy Radicals Formed from the Ring Opening of Oxiranylcarbinyl Radicals. Conversion to Alkenes. Mechanistic Applications to the Study of C-C versus C-O Ring Cleavage", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 125, no. 11, 2003, pages 3248 - 3259
CASAS,J. ET AL.: "Epoxide hydrolase activity on juvenile hormone in Manduca sexta", INSECT BIOCHEMISTRY, vol. 21, no. 1, 1991, pages 17 - 26, XP025202654, DOI: doi:10.1016/0020-1790(91)90060-R
KITAZUME,T. ET AL.: "Fluorination of carbinols with 2,2-difluoro-1,3-dimethylimidazolidine in ionic liquid", JOURNAL OF FLUORINE CHEMISTRY, vol. 125, no. 10, 2004, pages 1509 - 1511, XP004579058, DOI: doi:10.1016/j.jfluchem.2004.06.001
KARIKOMI,M. ET AL.: "Stereospecific isomerization of 3-substituted-3-bromo-1,2- epoxypropanes using magnesium bromide", TETRAHEDRON LETTERS, vol. 43, no. 25, 2002, pages 4487 - 4490, XP004361181, DOI: doi:10.1016/S0040-4039(02)00830-4
NARABU,S. ET AL.: "Novel method for synthesis of 3-thietanols using ammonium thiocarbamate", NIPPON KAGAKU KAISHI, 1996, pages 462 - 470
Attorney, Agent or Firm:
NAKAYAMA, Tohru et al. (JP)
Nakayama 亨 (JP)
Nakayama 亨 (JP)
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