반응 #2850

반응 방정식

4-amino-3-methyl benzonitrile

benzophenone

p-toluenesulfonic acid

→

title compound

수율 90.3%

4-(Benzhydrylidene-amino)-3-methyl-benzonitrile

수율 90.3%

용매

toluene

반응 조건

후처리

1. 1
   기타The reaction vessel is fitted with a Dean-Stark trap
2. 2
   온도the solution is heated
3. 3
   온도at reflux
4. 4
   온도the solution is cooled to ambient temperatures
5. 5
   농축The solution is concentrated
6. 6
   기타The crude material is purified by column chromatography
7. 7
   세척eluting with a gradient of 3% EtOAc/hexanes to 10% EtOAc/hexanes

실험 절차

To a solution of 4-amino-3-methyl benzonitrile (1.20 g, 9.08 mmol) in 75 mL of toluene is added benzophenone (1.74 g, 9.53 mmol) and p-toluenesulfonic acid (0.43 g, 2.1 mmol). The reaction vessel is fitted with a Dean-Stark trap and the solution is heated at reflux. After 24 h, the solution is cooled to ambient temperatures. The solution is concentrated. The crude material is purified by column chromatography eluting with a gradient of 3% EtOAc/hexanes to 10% EtOAc/hexanes. The title compound (2.43 g, 8.2 mmol) is obtained as an oil.

출처