Reaction #465943

Reaction equation

[N,N-bis(3,4-dimethylphenyl)amino]benzene

DMF

phosphorus oxychloride

→

4-[N,N-bis(3,4-dimethylphenyl)amino]benzaldehyde

Yield 79.0%

Solvents

water

Conditions

Workup

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

Procedure

Into a three-necked flask, 124.6 g of [N,N-bis(3,4-dimethylphenyl)amino]benzene and 35.5 ml of DMF were placed, and 84.4 ml of phosphorus oxychloride was added dropwise thereto with stirring while cooling with ice water. After the addition was completed, the mixture solution was heated 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 was collected by filtration, and washed with a mixture of ethanol/water (1:1) to obtain 4-[N,N-bis(3,4-dimethylphenyl)amino]benzaldehyde in an amount of 107.6 g (yield: 79.0%).

Source