The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Aug. 08, 2017

Filed:

Aug. 19, 2016
Applicant:

National Research Council of Canada, Ottawa, CA;

Inventors:

Vishal Jheengut, Saskatoon, CA;

Ken M. Nelson, Warman, CA;

Suzanne R. Abrams, Saskatoon, CA;

Assignee:
Attorneys:
Primary Examiner:
Int. Cl.
CPC ...
C07C 51/09 (2006.01); C07C 46/06 (2006.01); C07C 67/40 (2006.01); C07C 67/327 (2006.01); C07C 403/16 (2006.01);
U.S. Cl.
CPC ...
C07C 51/09 (2013.01); C07C 46/06 (2013.01); C07C 67/40 (2013.01); C07C 67/327 (2013.01); C07C 403/16 (2013.01); C07C 2101/16 (2013.01);
Abstract

Methods are provided for synthesis of abscisic acid and 8' analogues thereof (including an enantiopure 8′-acetylene analogue) including methods wherein the previously reported first step of oxidation of 2,6-dimethylphenol (VI) to 2,6-dimethylbenzoquinone, mono ketal (VII) is replaced by a novel two step process comprising (i) oxidation of 2,6-dimethylphenol (VI) using potassium peroxymonosulfate with a catalytic amount of iodobenzene to produce 2,6-dimethylbenzoquinone (XVI) and (ii) ketalization of 2,6-dimethylbenzoquinone (XVI) using ethylene glycol, trimethylorthoformate with a catalytic amount of p-toluenesulfonic acid to produce 2,6-dimethylbenzoquinone, mono ketal (VII).


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