Antioxidant synthesis

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568720, C07C 4500

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active

047540770

ABSTRACT:
A process for making a 2,6-di-hydrocarbyl-4-alkoxyalkylphenol, e.g. 2,6-di-tert-butyl-4-methoxymethylphenol, by reacting a 2,6-dihydrocarbylphenol with formaldehyde in a stoichiometric excess of alcohol and in the presence of a Mannich base catalyst preferably formed in situ by adding a catalyst-forming amount of a secondary amine, e.g. dimethylamine, to the mixture of 2,6-di-hydrocarbylphenol, formaldehyde and alcohol. Unreacted alcohol and amine are distilled out and the 2,6-di-hydrocarbyl-4-alkoxyalkylphenol is reacted with a benzene-type compound, e.g. mesitylene, to make a hindered phenolic antioxidant, e.g. 1,3,5-trimethyl-2,4,6-tri-(3,5-di-tert-butyl-4-hydroxybenzyl)benzene.

REFERENCES:
patent: 2838571 (1958-06-01), Filbey
patent: 2841623 (1958-07-01), Norton et al.
patent: 2841624 (1958-07-01), Norton et al.
patent: 2962531 (1960-11-01), Coffield
Kako, Chem. Abs., vol. 96, (1982) 19815 y.

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