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Process for the synthesis of unsaturated alcohols

United States Patent

February 13, 2007
View the Complete Patent at the US Patent & Trademark Office
A process of preparing an unsaturated alcohol (olefin alcohol), such as, a homo-allylic mono-alcohol or homo-allylic polyol, involving protecting a hydroxy-substituted unsaturated fatty acid or fatty acid ester, such as methyl ricinoleate, derived from a seed oil, to form a hydroxy-protected unsaturated fatty acid or fatty acid ester; homo-metathesizing or cross-metathesizing the hydroxy-protected unsaturated fatty acid or fatty acid ester to produce a product mixture containing a hydroxy-protected unsaturated metathesis product; and deprotecting the hydroxy-protected unsaturated metathesis product under conditions sufficient to prepare the unsaturated alcohol. Preferably, methyl ricinoleate is converted by cross-metathesis or homo-metathesis into the homo-allylic mono-alcohol 1-decene-4-ol or the homo-allylic polyol 9-octadecene-7,12-diol, respectively.
Maughon; Bob R. (Midland, MI), Burdett; Kenneth A. (Midland, MI), Lysenko; Zenon (Midland, MI)
Dow Global Technologies Inc. (Midland, MI)
10/ 940,403
September 14, 2004
This invention was made with US Government support under Award Number DE-FC36-01ID14213 (formerly known as Award Number DE-FC07-01ID14213) awarded by the Department of Energy. The United States Government has certain rights in the invention.