Method of preparing 2,6-di-tert.butyl-4-methylphenol

Details Method of preparing 2,6-di-tert.butyl-4-methylphenol Method of preparing 2,6-di-tert.butyl-4-methylphenol

1977-02-16

1978-10-24

Thomas, Jr., James O.

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

Organic compounds

Oxygen containing

C07C 3906

Patent

active

041222873

ABSTRACT:
A method of preparing 2,6-di-tert.butyl-4-methylphenol comprising reacting 2,6-di-tert.butylphenol with formaldehyde and dimethylamine in a medium of methanol or ethanol at a temperature within the range of from 80.degree. to 90.degree. C to give a reaction mass containing N,N-dimethyl-3,5-di-tert.butyl-4-hydroxybenzylamine and readily-volatile products such as methanol or ethanol, water and bis-amine. The readily-volatile products are removed from the reaction mass by heating thereof to a temperature within the range of from 110.degree. to 140.degree. C simultaneously with purging the reaction mass with an inert gas containing a secondary amine in an amount of from 5 to 50% by volume. Thereafter, N,N-dimethyl-3,5-di-tert.butyl-4-hydroxybenzylamine is contacted with hydrogen at a molar ratio therebetween of 1:4-10 respectively on a hydrogenation catalyst at a temperature ranging from 120.degree. to 160.degree. C, to give the desired product which is then isolated.
The method according to the present invention makes it possible to increase the desired product yield and improve quality thereof as compared to the prior art methods. The yield of the desired product is 98.7% as calculated per the starting raw materials. The method is technologically simple.

REFERENCES:
patent: 2841624 (1958-07-01), Norton et al.
patent: 2882319 (1959-04-01), Hotelling et al.
patent: 3845143 (1974-10-01), Wollensak

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