Menthyl lactate process

Details Menthyl lactate process Menthyl lactate process

2007-02-06

2007-02-06

Page, Thurman K. (Department: 1621)

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

Organic compounds

Carboxylic acid esters

Reexamination Certificate

active

11249243

ABSTRACT:
A simple, high-yield process for making menthyl lactate (ML) is disclosed. Menthol and lactic acid react to produce a mixture comprising menthyl lactate and one or more higher lactoyl esters of ML. Hydrolysis of the esterification mixture follows in the presence of aqueous base under conditions effective to convert the higher lactoyl esters to menthyl lactate. Coincidentally, the conditions minimize hydrolysis of menthyl lactate to menthol, thereby maximizing the overall yield of ML.

REFERENCES:
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patent: 2005/0054651 (2005-03-01), Natarajan et al.
K. Nishiyama et al.,J. Chem. Soc., Chem. Commun., (1976) 101.
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A. McKenzie et al.,J. Chem. Soc. 87(1905) 1016.
L. Horner et al.,Liebigs Ann. Chem. (1979) 1232.

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