Synthesis of dehydrophytol and vitamin E

Details Synthesis of dehydrophytol and vitamin E Synthesis of dehydrophytol and vitamin E

1975-03-20

1977-10-25

Thomas, Jr., James O.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2606315, 260632Y, 260678, 560106, 560113, 560242, 560105, C07D31172

Patent

active

040555755

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.

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patent: 3708505 (1973-01-01), Greenbaum et al.
Hilgetag et al., Preparative Organic Chem., John Wiley & Sons, N.Y., N.Y., pp. 11-12 (1973).
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Fisher et al., Liebigs Ann. Chem., 475,183 (1929).
Bouis, Ann. Chim., (10) 9, 459 (1928).
Wehrli et al., J. of Organic Chem., vol. 36, pp. 2910-2912 (1971).

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