Reacción #465941

ord-17534e2ccb6c45a8bd9e00cfe1233de6

Ecuación de reacción

c1ccc(N(c2ccccc2)c2ccccc2)cc1
triphenylamine
CN(C)C=O
DMF
O=P(Cl)(Cl)Cl
phosphorus oxychloride
O=Cc1ccc(N(c2ccccc2)c2ccccc2)cc1
4-(N,N-diphenylamino)benzaldehyde
Rendimiento 81.0%

Disolventes

Condiciones de reacción

Temperatura
95°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroreaction for 5 hours
  2. 2
    OtroThe reaction solution obtained
  3. 3
    workup.STIRRINGby stirring for 1 hour
  4. 4
    OtroThereafter, the precipitate formed
  5. 5
    Filtraciónwas collected by filtration
  6. 6
    Lavadowashed with a mixture of ethanol/water (1:1)

Procedimiento

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%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06296978B1uspto-grants-2001_10