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US 10,519,088 B2Granted
Methods of making functionalized internal olefins and uses thereof
AssigneeElevance Renewable Sciences, Inc.
InventorsPaul A. Bertin, Jordan R. Quinn
Life of this patent
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Abstract
A method of isomerizing methyl 9-decenoate in a reaction mixture, and forming methyl 8-decenoate, and reacting the methyl 8-decenoate by metathesis to form 1,16-dimethyl 8-hexadecenedioate, and hydrogenating 1,16-dimethyl 8-hexadecenedioate to form 1,16-dimethyl hexadecanedioate. In some embodiments, the 1,16-dimethyl hexadecanedioate can be converted to hexadecanedioic acid.
Claims2
A method of making a dicarboxylic ester or acid, comprising:
- providing a reaction mixture comprising methyl 8-decenoate and a metathesis catalyst, wherein the methyl 8-decenoate is formed by an isomerizing methyl 9-decenoate, and wherein the yield of methyl 8-decenoate from the isomerizing is at least 50%;
- reacting the methyl 8-decenoate in the presence of the metathesis catalyst to form 1,16-dimethyl 8-hexadecenedioate;
- and
- hydrogenating the 1,16-dimethyl 8-hexadecenedioate to form 1,16-dimethyl hexadecanedioate.
1 more element
Dependencies are inferred from the claim text.