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Title: Methods of making organic compounds by metathesis

Abstract

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.

Inventors:
; ; ; ; ;
Issue Date:
Research Org.:
Elevance Renewable Sciences, Inc., Woodridge, IL (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1213457
Patent Number(s):
9,120,742
Application Number:
12/422,096
Assignee:
Elevance Renewable Sciences, Inc. (Woodridge, IL)
DOE Contract Number:  
FG36-04GO14016
Resource Type:
Patent
Resource Relation:
Patent File Date: 2009 Apr 10
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Abraham, Timothy W., Kaido, Hiroki, Lee, Choon Woo, Pederson, Richard L., Schrodi, Yann, and Tupy, Michael John. Methods of making organic compounds by metathesis. United States: N. p., 2015. Web.
Abraham, Timothy W., Kaido, Hiroki, Lee, Choon Woo, Pederson, Richard L., Schrodi, Yann, & Tupy, Michael John. Methods of making organic compounds by metathesis. United States.
Abraham, Timothy W., Kaido, Hiroki, Lee, Choon Woo, Pederson, Richard L., Schrodi, Yann, and Tupy, Michael John. Tue . "Methods of making organic compounds by metathesis". United States. https://www.osti.gov/servlets/purl/1213457.
@article{osti_1213457,
title = {Methods of making organic compounds by metathesis},
author = {Abraham, Timothy W. and Kaido, Hiroki and Lee, Choon Woo and Pederson, Richard L. and Schrodi, Yann and Tupy, Michael John},
abstractNote = {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.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2015},
month = {9}
}

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