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Methods of making organic compounds by metathesis

United States Patent

September 1, 2015
View the Complete Patent at the US Patent & Trademark Office
Described are methods of making organic compounds by metathesis chemistry. The methods of the invention are particularly useful for making industrially-important organic compounds beginning with starting compositions derived from renewable feedstocks, such as natural oils. The methods make use of a cross-metathesis step with an olefin compound to produce functionalized alkene intermediates having a pre-determined double bond position. Once isolated, the functionalized alkene intermediate can be self-metathesized or cross-metathesized (e.g., with a second functionalized alkene) to produce the desired organic compound or a precursor thereto. The method may be used to make bifunctional organic compounds, such as diacids, diesters, dicarboxylate salts, acid/esters, acid/amines, acid/alcohols, acid/aldehydes, acid/ketones, acid/halides, acid/nitriles, ester/amines, ester/alcohols, ester/aldehydes, ester/ketones, ester/halides, ester/nitriles, and the like.
Abraham; Timothy W. (Minnetonka, MN), Kaido; Hiroki (Eden Prairie, MN), Lee; Choon Woo (La Canada, CA), Pederson; Richard L. (San Gabriel, CA), Schrodi; Yann (Agoura Hills, CA), Tupy; Michael John (Crystal, MN)
Elevance Renewable Sciences, Inc. (Woodridge, IL)
12/ 422,096
April 10, 2009
GOVERNMENT RIGHTS This invention was made with U.S. Government support under Award Number DE-FG36-04GO14016 awarded by the U.S. Department of Energy. The Government may have certain rights in this invention.