Synthesis of dehydrophytol and Vitamin E

Details Synthesis of dehydrophytol and Vitamin E Synthesis of dehydrophytol and Vitamin E

1975-10-16

1977-08-02

Evans, Joseph E.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2603455, 260396R, 2604381, 260489, 2606315, 260638R, 260654R, C07C 2900

Patent

active

040395910

ABSTRACT:
A process for the synthesis of dehydrophytol and Vitamin E comprising forming a C.sub.15 acetylene from hexahydropseudoionone and then coupling said acetylene with 1-acetoxy-4-chloro-3-methylbut-2-ene to form a C.sub.20 acetoxy-enyne. The latter is readily subjected to partial hydrogenation and saponification in that order to form a dehydrophytol, a useful intermediate for the synthesis of Vitamin E and other products.

REFERENCES:
patent: 2369163 (1945-02-01), Miles
Taylor, "Chem. Rev.", vol. 67 (1967), pp. 319-333.
Burden et al., "Chem. Communications", (1967), pp. 1259, 1260.
Wagner et al., "Synthetic Organic Chemistry", (1953), pp. 80, 82 and 90.

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