반응 #2849

반응 방정식

NaHCO3

3-methyl-4-nitrobenzonitrile

SnCl2

→

title compound

수율 70.7%

4-Amino-3-methyl benzonitrile

수율 70.7%

용매

EtOAc

EtOH

반응 조건

후처리

1. 1
   온도The resulting solution is heated
2. 2
   온도at reflux
3. 3
   온도the solution is cooled to ambient temperatures
4. 4
   여과the resulting mixture is filtered through Celite
5. 5
   기타The filtered solution is separated
6. 6
   건조The organic layer is dried over MgSO4
7. 7
   여과filtered
8. 8
   농축concentrated

실험 절차

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.

출처