Reacción #465942

ord-23407fedf46f4c59937f6c2c69f9ded1

Ecuación de reacción

O=Cc1ccc(N(c2ccccc2)c2ccccc2)cc1
4-(N,N-diphenylamino)benzaldehyde
C[PH+](C)C.[Br-]
trimethylphosphonium bromide
[H-].[Na+]
sodium hydride
COCCOC
1,2-dimethoxyethane
C=Cc1ccccc1N(c1ccccc1)c1ccccc1
vinyltriphenylamine
Rendimiento 84.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturathe temperature was raised to 70° C.
  2. 2
    Otroreaction for 5 hours
  3. 3
    OtroThe resulting reaction solution
  4. 4
    Filtraciónwas filtered
  5. 5
    Extracciónthe filtrate and an ether-extract of the precipitate
  6. 6
    Lavadowashed with water
  7. 7
    Otrowas removed
  8. 8
    Otroto obtain a crude
  9. 9
    Otroreaction product
  10. 10
    OtroAfter recrystallized from ethanol

Procedimiento

Into a three-necked flask, 14.6 g of sodium hydride and 700 ml of 1,2-dimethoxyethane were placed, and 130.8 g of trimethylphosphonium bromide was added thereto with stirring at room temperature. Next, after a drop of absolute alcohol was added, the reaction was allowed to proceed at 70° C. for 4 hours. Then, 100 g of 4-(N,N-diphenylamino)benzaldehyde was added thereto, and the temperature was raised to 70° C. to carry out reaction for 5 hours. The resulting reaction solution was filtered, and the filtrate and an ether-extract of the precipitate were put together and washed with water. Then, the ether solution was dehydrated with calcium chloride, and ether was removed to obtain a crude reaction product. After recrystallized from ethanol, acicular pale yellow vinyltriphenylamine was obtained in an amount of 83.4 g (yield: 84.0%).

Fuente

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