Reaction #2383777

Reaction equation

dimethylformamide

triphenylamine

N-bromosuccinimide

dimethylformamide

→

(p-bromophenyl)diphenylamine

Yield 59.0%

Solvents

water

Conditions

Workup

1. 1
   OtherTo the obtained solution, a solution prepared
2. 2
   workup.ADDITIONwas added
3. 3
   Otherthe formed precipitates
4. 4
   Otherwere separated by filtration
5. 5
   WashThe obtained light yellow solid was washed with water
6. 6
   Otherdried at a reduced pressure
7. 7
   Otherrecrystallized from hexane and 38 g (the yield: 59%) of white needle crystals of the subject compound
8. 8
   Otherwas obtained

Procedure

Into 500 ml of dry dimethylformamide, 50 g (200 mmole) of triphenylamine was dissolved. To the obtained solution, a solution prepared by dissolving 36 g (200 mmole) of N-bromosuccinimide into 100 ml of dry dimethylformamide was added and the obtained solution was stirred at the room temperature for 6 hours. After the reaction was completed, 1 liter of water was added to the reaction mixture and the formed precipitates were separated by filtration. The obtained light yellow solid was washed with water, dried at a reduced pressure and recrystallized from hexane and 38 g (the yield: 59%) of white needle crystals of the subject compound was obtained.

Source