Process for the preparation of secondary amines
US6107521A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Dec 14, 1999 |
| Grant date | Aug 22, 2000 |
| Priority date | — |
| Expiry date | Dec 14, 2019 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C213/00
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
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.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.