Reaktion #1994252

ord-8924992a12674449adcdf271cc643393

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Temperatur
60°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with ethyl acetate
  2. 2
    WaschenThe ethyl acetate layer was washed with water
  3. 3
    Einengenconcentrated
  4. 4
    SonstigeThe crude product was purified

Vorschrift

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%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08597803B2uspto-grants-2013_12