Separating optically pure d-l-isomers of menthol, neomenthol and

Details Separating optically pure d-l-isomers of menthol, neomenthol and Separating optically pure d-l-isomers of menthol, neomenthol and

1974-09-03

1976-03-09

Helfin, Bernard

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260473R, 260471R, 260468R, 260476R, C07C 3512

Patent

active

039431819

ABSTRACT:
A process for the separation of optically active d- and l-isomers of a compound selected from the group consisting of menthol, neomenthol and isomenthol, which comprises esterifying a d,l-isomeric mixture of the compound with an acid selected from the group consisting of benzoic acid optionally carrying at least one substituent on the benzene ring and hexahydrobenzoic acid; forming a supersaturated solution or a supercooled melt of the d,l-ester; inoculating the solution or melt with crystals of the d- or l-form of the ester to effect selective crystllization of one of the two optical isomers; separating the crystals and subjecting them to hydrolysis to yield the corresponding enantiomorph of the starting compound.

REFERENCES:
patent: 2120131 (1938-06-01), Harris
Gilman Ed., Organic Chemistry, Wiley, N.Y., 1943, p. 254.
Reed et al., J. Chem. Soc., pp. 167-173 (1933).

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