Title:
METHOD FOR MANUFACTURING OPTICALLY ACTIVE MENTHOL
Document Type and Number:
WIPO Patent Application WO/2012/074075
Kind Code:
A1
Abstract:
The purpose of the present invention is to provide a method for manufacturing optically active menthol, which is composed of a few steps that are all catalytic reaction steps, and therefore produces little environment-polluting waste and can achieve a reduction in the manufacturing cost. The present invention pertains to a method for manufacturing optically active menthol, said method comprising: (A-1) subjecting geranial and/or neral to asymmetric hydrogenation to obtain optically active citronellal; (B-1) subjecting the optically active citronellal to ring-closing reaction with an acid catalyst to obtain optically active isopulegol; and (C-1) hydrogenating the optically active isopulegol to obtain optically active menthol.
Inventors:
MAEDA HIRONORI
ITOH HISANORI
YAMADA SHINYA
HORI YOJI
ITOH HISANORI
YAMADA SHINYA
HORI YOJI
Application Number:
PCT/JP2011/077857
Publication Date:
June 07, 2012
Filing Date:
December 01, 2011
Export Citation:
Assignee:
TAKASAGO PERFUMERY CO LTD (JP)
MAEDA HIRONORI
ITOH HISANORI
YAMADA SHINYA
HORI YOJI
MAEDA HIRONORI
ITOH HISANORI
YAMADA SHINYA
HORI YOJI
International Classes:
C07C29/17; B01J25/02; B01J31/14; B01J31/28; C07C35/12; C07B53/00; C07B61/00
Domestic Patent References:
| WO2009068444A2 | 2009-06-04 | |||
| WO2009144906A1 | 2009-12-03 | |||
| WO2010140636A1 | 2010-12-09 |
Foreign References:
| JP2008515843A | 2008-05-15 | |||
| JP2011246366A | 2011-12-08 |
Other References:
TRASARTI A.F. ET AL.: "Design of catalyst systems for the one-pot synthesis of menthols from citral", JOURNAL OF CATALYSIS, vol. 247, no. 2, 2007, pages 155 - 165, XP022005868
VIRTANEN P. ET AL.: "Towards one-pot synthesis of menthols from citral: Modifying Supported Ionic Liquid Catalysts (SILCAs) with Lewis and Bronsted acids", JOURNAL OF CATALYSIS, vol. 263, no. 2, 2009, pages 209 - 219, XP026043758
GEIGER C. ET AL.: "COBALT(II)-AZABIS(OXAZOLINE)-CATALYZED CONJUGATE REDUCTION OF ALPHA,BETA-UNSATURATED CARBONYL COMPOUNDS", ADVANCED SYNTHESIS & CATALYSIS, vol. 347, no. 2+3, 2005, pages 249 - 254, XP002394981
See also references of EP 2647616A4
VIRTANEN P. ET AL.: "Towards one-pot synthesis of menthols from citral: Modifying Supported Ionic Liquid Catalysts (SILCAs) with Lewis and Bronsted acids", JOURNAL OF CATALYSIS, vol. 263, no. 2, 2009, pages 209 - 219, XP026043758
GEIGER C. ET AL.: "COBALT(II)-AZABIS(OXAZOLINE)-CATALYZED CONJUGATE REDUCTION OF ALPHA,BETA-UNSATURATED CARBONYL COMPOUNDS", ADVANCED SYNTHESIS & CATALYSIS, vol. 347, no. 2+3, 2005, pages 249 - 254, XP002394981
See also references of EP 2647616A4
Attorney, Agent or Firm:
OGURI Shohei et al. (JP)
Shohei Oguri (JP)
Shohei Oguri (JP)
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Claims: