Reaction #465947

Reaction equation

N-bromosuccinimide

triphenylamine

→

4-bromotriphenylamine

Yield 61.7%

Solvents

N,N-dimethylformamide

Conditions

Workup

1. 1
   OtherNext, N,N-dimethylformamide was removed from the reaction
2. 2
   Extractionthe resulting solid matter was extracted with carbon tetrachloride
3. 3
   OtherThen, carbon tetrachloride was removed
4. 4
   Otherthe reaction product was recrystallized twice from ethanol

Procedure

Into a 200 ml three-necked flask, 8.0 g (45 mmol) of N-bromosuccinimide and 10.0 g (41 mmol) of triphenylamine were placed, followed by 150 ml of N,N-dimethylformamide. The mixture was stirred overnight at room temperature. Next, N,N-dimethylformamide was removed from the reaction, and the resulting solid matter was extracted with carbon tetrachloride. Then, carbon tetrachloride was removed, and the reaction product was recrystallized twice from ethanol to give a white solid, 4-bromotriphenylamine in an amount of 8.2 g (yield: 61.7%).

Source