Synthesis of acetylenic compounds useful in preparing dehydrophy

Details Synthesis of acetylenic compounds useful in preparing dehydrophy Synthesis of acetylenic compounds useful in preparing dehydrophy

1977-10-06

1978-09-19

Gantz, Delbert E.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2606665, 260668R, 260668A, 2606755, 260677XA, 260680R, 2606832, 26068365, C07C 1128, C07C 1122, C07C 522

Patent

active

041154665

ABSTRACT:
A process for the synthesis of an acetylenic hydrocarbon from an acetylenic carbinol which involves first replacing the hydroxyl group of the carbinol with a halogen to form a propargylic halide, dehalogenating the propargylic halide to form an allene, and isomerizing said allene to the desired acetylene. The present invention is particularly useful in the synthesis of Vitamin E.

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patent: 3671605 (1972-06-01), Smith
Johnson "The Chemistry of the Acetylenic Compounds" vol. II, p. 45 (1950), Arnold and Co.
Hennion et al., J. Am. Chem. Soc. 71, 1964-1966 (1949).
Jacobs et al., J. Am Chem. Soc. 77, 6254-6258 (1955).
Crandall et al., J. Organic Chem. 33, 3655-3657 (1968).

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