Process for the preparation of secondary amines

Details Process for the preparation of secondary amines Process for the preparation of secondary amines

1999-12-14

2000-08-22

Barts, Samuel

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

Organic compounds

Amino nitrogen containing

564405, C07C20900

Patent

active

061075213

ABSTRACT:
N,N-disubstituted amines in which the amino nitrogen atom is bound to the carbon atom of an aromatic ring disubstituted in the positions ortho to the carbon atom, are prepared by allowing a primary amine and a compound in which an ortho, ortho-disubstituted aromatic compound carrying a nucleofuge substituent, to react in a basic environment in the presence of a catalytic palladium(0) complex and a ligand, the ratio of palladium complex to ligand being greater than at least 1:1. A typical embodiment involves the reaction of 2-methyl-6-ethylphenyl-trifluoromethylsulfonate and (S)-1-methoxy-2-aminopropane in the presence of bis(dibenzylideneacetone)palladium, tri-tert.-butylphosphine, and sodium tert.-butoxide to yield (S)-N-(1-methoxyprop-2-yl)-2-methyl-6-ethylphenylamine.

REFERENCES:
patent: 4757144 (1988-07-01), Okabe et al.
patent: 4792622 (1988-12-01), Yokota et al.

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