Tris(4-bromophenyl)amine → N,N-bis(4-bromophenyl)-N',N'-bis(4-butylphenyl)-1,4-phenylenediamine

Participants

Reaction Steps

Under an inert atmosphere, in a 300 mL three-necked flask, 0.24 g (0.27 mmol) of tris(dibenzylideneacetone)dipalladium, 0.22 g (0.4 mmol) of diphenylphosphinoferrocene, 2.56 g (26.7 mmol) of sodium tertiary butoxide and 125 mL of toluene were charged, followed by stirring at room temperature for 10 minutes. Subsequently, 12.9 g (26.7 mmol) of tris-(4-bromophenyl)amine was charged, followed by stirring at room temperature for 10 minutes. Thereafter, 5 g (17.8 mmol) of bis(4-butylphenyl) amine was charged, and the mixture was heated to 125° C. and refluxed for 9 hours. After the completion of the reaction, the reaction solution was filtered to remove insolubles, passed through a short column of silica gel and then purified by a silica gel column using cyclohexane as an eluent to obtain N,N-bis(4-bromophenyl)-N′,N′-bis(4-butylphenyl)-1,4-phenylenediamine (aromatic amine A) (2.96 g, yield: 24%).

Provenance & Evidence