Process for the preparation of 2-alkyl-6-methyl-N-(1'-methoxy-2'

Details Process for the preparation of 2-alkyl-6-methyl-N-(1'-methoxy-2' Process for the preparation of 2-alkyl-6-methyl-N-(1'-methoxy-2'

1993-12-15

1995-07-04

O'Sullivan, Peter

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

Organic compounds

Amino nitrogen containing

564214, 564394, C07C23108

Patent

active

054301882

ABSTRACT:
A process for the preparation of 2-alkyl-6-methyl-N(1'-methoxy-2'-propyl)-aniline by catalytic reductive alkylation wherein at least one mole equivalent of methoxyacetone is reacted with one mole equivalent of 2-alkyl-6-methyl-aniline in a liquid medium without an additional solvent, in the presence of a platinized carbon catalyst and hydrogen and in the presence of an acid cocatalyst under a hydrogen pressure of between 2.times.10.sup.5 and 1.times.10.sup.6 Pa at a temperature between 20.degree. and 80.degree. C., characterized in that the reaction mixture contains water from the beginning of the reaction and after the hydrogenation, base is added, the reaction mixture is filtered to separate the catalyst and the title compound recovered from the filtrate. The process is particularly useful for the preparation of N-substituted chloracetanilide herbicides.

REFERENCES:
patent: 3929855 (1975-12-01), Summers
patent: 3937730 (1976-02-01), Vogel et al.
patent: 4200451 (1980-04-01), Vogel et al.
patent: 4463191 (1984-07-01), D'Sidocky et al.
CA 116:128349(b) Beska (Jun. 1991).
Practical Catalytic Hydrogenation pp. 346-349, M. Freifelder (1971).

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