Selective alkylation process

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

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502152, C07C 4500

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active

050576259

ABSTRACT:
Mono-ar-tert-butyl toluenediamine is selectively made by heating a mixture of toluenediamine and an aluminum halide of the formula R.sub.n AlX.sub.3-n or R.sub.3 Al.sub.2 X.sub.3 wherein n is 0, 1 or 2 and R is an alkyl containing 1-10 carbon atoms to 150.degree.-225.degree. C. and reacting the mixture with isobutylene at 500-300 psig until the yield of mono-ar-tert-butyl toluene is at or near maximum. Minor amounts of di-tert-butyl toluenediamines which form and are difficult to separate can then be lowered by venting the reaction and continuing to heat at about 130.degree.-200.degree. C. until the di-tert-butyl components are decreased to the desired level forming additional mono-ar-tert-butyl toluenediamine.

REFERENCES:
patent: 3123644 (1964-03-01), Olin
patent: 3759997 (1973-09-01), Napolitano
patent: 3923892 (1975-12-01), Klopfer

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