Reaction #465941

Reaction equation

triphenylamine

DMF

phosphorus oxychloride

→

4-(N,N-diphenylamino)benzaldehyde

Yield 81.0%

Solvents

water

Conditions

Workup

1. 1
   Otherreaction for 5 hours
2. 2
   OtherThe reaction solution obtained
3. 3
   workup.STIRRINGby stirring for 1 hour
4. 4
   OtherThereafter, the precipitate formed
5. 5
   Filtrationwas collected by filtration
6. 6
   Washwashed with a mixture of ethanol/water (1:1)

Procedure

Into a three-necked flask, 101.4 g of triphenylamine and 35.5 ml of DMF (dimethylformamide) were placed, and 84.4 ml of phosphorus oxychloride was added dropwise thereto with stirring while cooling with ice water, and then the temperature was raised to 95° C. to carry out reaction for 5 hours. The reaction solution obtained was poured into 4 liters of warm water, followed by stirring for 1 hour. Thereafter, the precipitate formed was collected by filtration, and washed with a mixture of ethanol/water (1:1) to obtain 4-(N,N-diphenylamino)benzaldehyde in an amount of 91.5 g (yield: 81.0%).

Source