Cyclohexene carotinoid intermediates

Details Cyclohexene carotinoid intermediates Cyclohexene carotinoid intermediates

1978-04-12

1980-11-11

Helfin, Bernard

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

568824, 568446, 560236, 560259, 570217, C07C 43303

Patent

active

042334640

ABSTRACT:
1-[3-Methyl-3,5,5-trialkoxy-pent-1-yn-1-yl]-2,6-dimethyl-cyclohex-1-enes, which may or may not be methyl-substituted in the 2- and/or 6-position, are obtained by reacting the corresponding 1-[3-methyl-but-1-yn-3-en-1-yl]-2,6-dimethyl-cyclohex-1-enes with orthoformic acid esters in the presence of acid condensing agents. The new compounds provide a new method of access to the compounds of carotinoid chemistry, especially to vitamin A, which avoids the conventional expensive synthesis via phosphorus ylide compounds.

REFERENCES:
patent: 2586305 (1952-02-01), Copenhaver
patent: 2677708 (1954-05-01), Copenhaver
patent: 2730549 (1956-01-01), Isler et al.
patent: 3354224 (1967-11-01), Redel et al.
Inhoffen et al., Justus Liebigs Annalen Der Chemie, vol. 598 (1956), 51-64.

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