Method for the preparation of 3-benzylthio-2-alkylpropionic acid

Details Method for the preparation of 3-benzylthio-2-alkylpropionic acid Method for the preparation of 3-benzylthio-2-alkylpropionic acid

1995-12-26

1997-07-15

Barts, Samuel

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

Organic compounds

Carboxylic acids and salts thereof

C07C32100

Patent

active

056485247

ABSTRACT:
A method is provided for the preparation of derivative of 3-benzylthio-2-alkylpropionic acid of formula (I): ##STR1## wherein X is independently selected from hydrogen, C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkoxyl, and R is independently selected from hydrogen or C.sub.1 -C.sub.10 alkyl. An alkyl acrylic acid of formula (III): ##STR2## wherein R is as defined above, is reacted with a substituted .alpha.-toluenethiol of formula (II): ##STR3## wherein X and R are as defined above, at a stoichiometric mole ratio and in the presence of quaternary ammonium salts or quaternary phosphonium salts serving as phase transfer catalysts at a temperature ranging from 100.degree.-150.degree. C.
Derivatives of 3-benzylthio-2-alkylpropionic acid are obtained in high yield and high purity.

REFERENCES:
patent: 4105776 (1978-08-01), Ondetti
patent: 4154580 (1979-05-01), Ondetti
Advance Organic Chemistry; Jerry March, 3rd Edition, pp. 320-322 and 687-688 1985.

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