Sue L Lin

US Patent:

61075213, Aug 22, 2000

Filed:

Dec 14, 1999

Appl. No.:

9/460560

Inventors:

Sue L. Lin - Levittown PA
Weixia M. Zhou - Middlesex NJ
George W. Matcham - Flemington NJ

Assignee:

Celgro - North Brunswick NJ

International Classification:

C07C20900

US Classification:

564395

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.