Réaction #1994252

ord-8924992a12674449adcdf271cc643393

Équation de réaction

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

Conditions de réaction

Température
60°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Extractionextracted with ethyl acetate
  2. 2
    LavageThe ethyl acetate layer was washed with water
  3. 3
    Concentrationconcentrated
  4. 4
    AutreThe crude product was purified

Mode opératoire

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%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08597803B2uspto-grants-2013_12