1-Methylpiperazine → 3-(4-Methylpiperazinyl)-benzoic acid tert-butyl ester

Participants

Reaction Conditions

Reaction Steps

3-Bromo-benzoic acid tert-butyl ester (6.7 g, 26 mmol), N-methyl piperizine (3.4 ml, 31.2 mmol), sodium t-butoxide (3.5 g, 36.4 mmol). 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.12 g, 0.195 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.067 g, 0.065 mmol) were combined in toluene (200 ml), then was heated to 80 degrees C. Argon gas was then bubbled through the solution for 5 minutes. The reaction mixture was heated and stirred for 5 h. The reaction was then cooled to RT, concentrated in vacuo, and chromatographed (silica gel, 4% MeOH: CH2Cl2) to yield the title compound (4.12 g, 58%).

Provenance & Evidence