Phenolic ester synthesis

Details Phenolic ester synthesis Phenolic ester synthesis

1985-09-12

1987-04-21

Lone, Werren B.

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

Organic compounds

Carboxylic acid esters

C07C 6976

Patent

active

046598634

ABSTRACT:
A process which enhances conversion and speeds the reaction rate for the preparation of esters. Methyl acrylate and a hindered phenol are reacted (i) in the presence of an alkali metal alkaline catalyst that provides a phenolate anion and (ii) in the presence of an agent which solubilizes the phenolate to enhance the reaction rate. Excellent yields of methyl ester are obtained in a rapid reaction and by-products are minimal. The invention includes a preparation of methyl .beta.-(3,5-dialkyl-4-hydroxyphenyl)propionates by reaction of a hindered phenol with methyl acrylate in the presence of an alkaline catalyst and dimethyl sulfoxide present in an amount sufficient to advance the reaction rate.

REFERENCES:
patent: 3285855 (1966-11-01), Dexter et al.
patent: 4085132 (1978-04-01), Park et al.
patent: 4228297 (1980-10-01), Haeberli et al.
patent: 4529809 (1985-07-01), Irving et al.

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