反应 #2849

反应方程式

NaHCO3

3-methyl-4-nitrobenzonitrile

SnCl2

→

title compound

收率 70.7%

4-Amino-3-methyl benzonitrile

收率 70.7%

溶剂

EtOAc

EtOH

反应条件

后处理

1. 1
   温度The resulting solution is heated
2. 2
   温度at reflux
3. 3
   温度the solution is cooled to ambient temperatures
4. 4
   过滤the resulting mixture is filtered through Celite
5. 5
   其他The filtered solution is separated
6. 6
   干燥The organic layer is dried over MgSO4
7. 7
   过滤filtered
8. 8
   浓缩concentrated

实验过程

To a solution of 3-methyl-4-nitrobenzonitrile (2.0 g, 12.3 mmol) in 100 mL of EtOH is added SnCl2 (13.9 g, 61.7 mmol). The resulting solution is heated at reflux. After 2 h, the solution is cooled to ambient temperatures. The solution is poured into 150 mL of ice water. The pH of the solution is adjusted to >7 with a solution of saturated NaHCO3. The solution is diluted with EtOAc and the resulting mixture is filtered through Celite. The filtered solution is separated. The organic layer is dried over MgSO4, filtered and concentrated to give the title compound (1.57 g, 8.7 mmol) as an off-white solid.

来源