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Ozonolysis of alkanes and reactions of polyfunctional compounds. XXXVI. Synthesis of ethyl 3,7,10-trimethyl-2E,4E-dodecadienoate

Journal Article · · J. Org. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:5950523
Hydroprene was obtained with an overall yield of 16% in the form of 77:23 mixture of the 2E,4E and 2Z,4E isomers by ozonolysis of 1,5-dimethyl-1-cyclooctene and selective transformations of the 4-methyl-1,1-dimethoxy-8-oxononane, including ethoxycarbonylmethylenation of the keto group, alkylation of the formyl group by isopropylmagnesium bromide followed by deoxygenation, and allylic bromination-dehydrobromination. The individual 2E,4E isomer was isolated by HPLC.
Research Organization:
Institute of Chemistry, Ufa (USSR)
OSTI ID:
5950523
Journal Information:
J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 24:7; ISSN JOCYA
Country of Publication:
United States
Language:
English