Preparation of terpenoid formates

Details Preparation of terpenoid formates Preparation of terpenoid formates

1983-07-25

1987-05-12

Garner, Vivian

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

Organic compounds

Carboxylic acid esters

560237, 560248, 562609, 568875, 570189, 570217, C07C 6708, C07C 67293, C07C 6907

Patent

active

046652213

ABSTRACT:
An improved process for the preparation of primary terpenoid alcohols, e.g. 6,7-dihydrogeraniol and phytol, and of their esters with formic acid. The terpenoid formates are obtained very advantageously by reacting the corresponding tert.-vinylcarbinols with more than 2 moles, per mole of vinylcarbinol, of aqueous formic acid of more than 70 percent strength by weight, or with anhydrous formic acid, at from 5.degree. to 100.degree. C. The primary terpenoid alcohols themselves are obtained from their formates by trans-esterification with a low-boiling alcohol in the presence of a catalytic amount of a strong base. The products are valuable compounds. For example, 6,7-dihydrogeraniol is used as a scent and phytol is used as a perfume fixative and as a starting material for the synthesis of naturally occurring materials.

REFERENCES:
patent: 2902510 (1959-09-01), Webb
patent: 2935526 (1960-05-01), Bain
patent: 3927076 (1975-12-01), Babler
Helv. Chim. Acta, 8(1925) pp. 269-274 Ibid., 26(1943), pp. 1741-1750.
Annalen, 475(1929), pp. 183-204.
J. fur Prakt. Chem., 45, 1892, p. 601.
Berichte, 39, 1906, pp. 1780-1792.
Chemie fur Labor und Betrieb, 28, 1977, p. 171.

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