反応 #2850

反応方程式

4-amino-3-methyl benzonitrile

benzophenone

p-toluenesulfonic acid

→

title compound

収率 90.3%

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

収率 90.3%

溶媒

toluene

反応条件

後処理

1. 1
   その他The reaction vessel is fitted with a Dean-Stark trap
2. 2
   温度the solution is heated
3. 3
   温度at reflux
4. 4
   温度the solution is cooled to ambient temperatures
5. 5
   濃縮The solution is concentrated
6. 6
   その他The crude material is purified by column chromatography
7. 7
   洗浄eluting with a gradient of 3% EtOAc/hexanes to 10% EtOAc/hexanes

実験手順

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.

出典