Title:
2-(2,3-EPOXYPROPYL)PHENOL COMPOSITION AND METHOD OF MAKING
Document Type and Number:
WIPO Patent Application WO/2016/032997
Kind Code:
A3
Abstract:
Disclosed herein is a method of making a 2-(2,3-epoxypropyl)phenol by reacting a 2-allylphenol with an oxidant in the presence of a catalyst. A 3-chromanol can be formed as a by-product. The method can be used to make 2-(2,3-epoxypropyl)-6-methylphenol. Transition metal catalysts and peroxide oxidants can be used. Also disclosed is a composition comprising 1 to 90 weight percent of a 2-(2,3-epoxypropylphenol, 5 to 90 weight percent of a 2-allylphenol, and 0 to 40 weight percent of a 3-chromanol, and in particular, a composition comprising 1 to 90 weight percent 2-(2,3-epoxypropyl)-6-methylphenol, 5 to 90 weight percent 2-allyl-6-methylphenol, and 0 to 40 weight percent 8-methyl-3-chromanol.
Inventors:
FISHER SCOTT MICHAEL (US)
GHANTA MADHAV (US)
DENNISTON MARK R (US)
GHANTA MADHAV (US)
DENNISTON MARK R (US)
Application Number:
PCT/US2015/046633
Publication Date:
June 16, 2016
Filing Date:
August 25, 2015
Export Citation:
Assignee:
SABIC GLOBAL TECHNOLOGIES BV (NL)
FISHER SCOTT MICHAEL (US)
FISHER SCOTT MICHAEL (US)
International Classes:
C07D303/04; C07D301/02; C07D301/36; C07D303/02
Foreign References:
| JPH04183707A | 1992-06-30 | |||
| US3281393A | 1966-10-25 | |||
| US20050090673A1 | 2005-04-28 |
Other References:
LATTANZI, A. ET AL.: "VO(acac)2/TBHP Catalyzed Epoxidation of 2-(2-Alkenyl)phenols. Highly Regio- and Diastereoselective Oxidative Cyclization to 2,3-Dihydrobenzofuranols and 3-Chromanols.", SYNLETT, vol. 2002, no. 6, 2002, pages 942 - 946, XP055415012
HIROOKA, Y ET AL.: "Efficient Synthesis of Optically Active Gallocatechin-3-gallate Derivatives via 6-endo-Cyclization.", SYNLETT, vol. 2008, no. 20, 2008, pages 3234 - 3238, XP055415018
See also references of EP 3186235A4
HIROOKA, Y ET AL.: "Efficient Synthesis of Optically Active Gallocatechin-3-gallate Derivatives via 6-endo-Cyclization.", SYNLETT, vol. 2008, no. 20, 2008, pages 3234 - 3238, XP055415018
See also references of EP 3186235A4
Attorney, Agent or Firm:
JAKIELA, Dennis (20 Church Street22nd Floo, Hartford CT, US)
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