Process for preparing menthyl esters of enantiomers of chiral 3-

Details Process for preparing menthyl esters of enantiomers of chiral 3- Process for preparing menthyl esters of enantiomers of chiral 3-

1980-06-26

1982-08-17

Shippen, Michael L.

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

Organic compounds

Carboxylic acid esters

560219, 562401, 204163R, C07C 6752, C07C 69743

Patent

active

043450903

ABSTRACT:
A substantially pure compound selected from the group consisting of the d-menthyl esters of 1RS-cis-, 1RS-cis/trans-, 1R-cis-, 1S-cis-, 1R-trans- and 1S-trans-3-(2,2-dichloro- and dibromo-vinyl)-2,2-dimethylcyclopropanecarboxylic acid, the 1-menthyl esters of 1RS-cis-, 1RS-trans-, 1RS-cis/trans-, 1R-cis-, 1S-cis-, 1R-trans- and 1S-trans-3-(2,2-dibromo-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid and the 1-menthyl esters of 1R-trans- and 1S-trans-3-(2,2-dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid. The esters are produced by reacting enantiomers of the acids with d- or 1-menthol are selectively crystallizing.

REFERENCES:
patent: 4024163 (1977-05-01), Elliott
Eliel, "Stereochemistry of Carbon Compounds," pp. 49-52.
Elliott, J. Agric. Food Chem. 24, pp. 270-276 (1976).

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