Process for the synthesis of unsaturated alcohols
Abstract
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.
- Inventors:
- Issue Date:
- Research Org.:
- Dow Global Technologies Inc., Midland, MI (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1176105
- Patent Number(s):
- 7176336
- Application Number:
- 10/940,403
- Assignee:
- Dow Global Technologies Inc. (Midland, MI)
- Patent Classifications (CPCs):
-
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
- DOE Contract Number:
- FC07-01ID14213
- Resource Type:
- Patent
- Resource Relation:
- Patent File Date: 2004 Sep 14
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Maughon, Bob R., Burdett, Kenneth A., and Lysenko, Zenon. Process for the synthesis of unsaturated alcohols. United States: N. p., 2007.
Web.
Maughon, Bob R., Burdett, Kenneth A., & Lysenko, Zenon. Process for the synthesis of unsaturated alcohols. United States.
Maughon, Bob R., Burdett, Kenneth A., and Lysenko, Zenon. Tue .
"Process for the synthesis of unsaturated alcohols". United States. https://www.osti.gov/servlets/purl/1176105.
@article{osti_1176105,
title = {Process for the synthesis of unsaturated alcohols},
author = {Maughon, Bob R. and Burdett, Kenneth A. and Lysenko, Zenon},
abstractNote = {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.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2007},
month = {2}
}
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