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.:
- Wilmar Trading Pte Ltd. (Singapore)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1805448
- Patent Number(s):
- 10906861
- Application Number:
- 14/678,749
- Assignee:
- Wilmar Trading Pte Ltd (Singapore, SG)
- DOE Contract Number:
- FG36-04GO14016
- Resource Type:
- Patent
- Resource Relation:
- Patent File Date: 04/03/2015
- Country of Publication:
- United States
- Language:
- English
Citation Formats
Abraham, Timothy W., Kaido, Hiroki, Lee, Choon Woo, Pederson, Richard L. J., Schrodi, Yann, and Tupy, Michael John. Methods of making organic compounds by metathesis. United States: N. p., 2021.
Web.
Abraham, Timothy W., Kaido, Hiroki, Lee, Choon Woo, Pederson, Richard L. J., 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. J., Schrodi, Yann, and Tupy, Michael John. Tue .
"Methods of making organic compounds by metathesis". United States. https://www.osti.gov/servlets/purl/1805448.
@article{osti_1805448,
title = {Methods of making organic compounds by metathesis},
author = {Abraham, Timothy W. and Kaido, Hiroki and Lee, Choon Woo and Pederson, Richard L. J. 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 = {2021},
month = {2}
}