Methods of making organic compounds by metathesis

Patent · Tue Feb 02 04:00:00 EST 2021

OSTI ID:1805448

Abraham, Timothy W.; Kaido, Hiroki; Lee, Choon Woo; Pederson, Richard L. J.; Schrodi, Yann; Tupy, Michael John

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.

• Research Organization: Wilmar Trading Pte Ltd. (Singapore)
• Sponsoring Organization: USDOE
• DOE Contract Number: FG36-04GO14016
• Assignee: Wilmar Trading Pte Ltd (Singapore, SG)
• Patent Number(s): 10,906,861
• Application Number: 14/678,749
• OSTI ID: 1805448
• Country of Publication: United States
• Language: English