反应 #7814

反应方程式

NaCN

2-[4-(bromomethyl)-3-chlorophenyl]-1,3-benzoxazole

DMF

H2O

→

[4-(1,3-benzoxazol-2-yl)-2-chlorophenyl]acetonitrile

溶剂

brine

反应条件

后处理

1. 1
   过滤filtered
2. 2
   其他was purified by flash chromatography on silica gel (EtOAc:hexanes 1:9)

实验过程

A slurry of NaCN (435 mg, 8.9 mmol), 2-[4-(bromomethyl)-3-chlorophenyl]-1,3-benzoxazole (940 mg, 2.9 mmol), DMF (30 mL) and H2O (30 mL) was stirred at rt for 12 h. The reaction mixture was poured into brine (250 mL) and filtered. The resultant colorless solid was purified by flash chromatography on silica gel (EtOAc:hexanes 1:9) to afford the desired [4-(1,3-benzoxazol-2-yl)-2-chlorophenyl]acetonitrile as a colorless solid: 1H NMR (CDCl3, 300 MHz) δ 8.32 (s, 1H), 8.19 (dd, 1H), 7.77–7.80 (m, 1H), 7.70 (d, 1H), 7.59–7.61 (m, 1H), 7.38–7.41 (m, 2H), 3.92 (s, 2H). MS (ESI) 269 (M+H)+.

来源