Reacción #1994252

ord-8924992a12674449adcdf271cc643393

Ecuación de reacción

O
water
c1ccc2c(c1)[nH]c1ccccc12
carbazole
[Na+].[OH-]
sodium hydroxide
C=CCBr
allylbromide
C=CCn1c2ccccc2c2ccccc21
N-Allylcarbazole

Condiciones de reacción

Temperatura
60°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónextracted with ethyl acetate
  2. 2
    LavadoThe ethyl acetate layer was washed with water
  3. 3
    Concentraciónconcentrated
  4. 4
    OtroThe crude product was purified

Procedimiento

A mixture of 10.85 g (65.0 mmol) of carbazole, 2.60 g (65.0 mmol) of sodium hydroxide and 6.1 mL (72.0 mmol) of allylbromide in 100 mL dimethylsulfoxide was heated to 60° C. for 5 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate layer was washed with water and then concentrated. The crude product was purified using column chromatography (silica, 1:4 dichloromethane:hexane). Yield: 9.85 g (73%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08597803B2uspto-grants-2013_12