反应 #1747831

反应方程式

dichloromethane

hydrochloride

3-aminophenylacetic acid

thionyl chloride

ethanol

→

desired compound

收率 100.0%

3-aminophenylacetic acid ethyl ester

收率 100.0%

溶剂

diethyl ether

反应条件

后处理

1. 1
   其他to slowly rise to rt
2. 2
   其他Evaporation of the volatiles
3. 3
   其他gave a beige solid
4. 4
   过滤filtered
5. 5
   其他to remove diethyl sulphite
6. 6
   其他Recrystallization from dietyl ether

实验过程

To a cooled solution (−15° C.) of 3-aminophenylacetic acid (10.2, 67 mmol) in ethanol (200 mL) was added dropwise thionyl chloride (10 mL, 0.14 mol). The reaction mixture was stirred for 24 h allowing the temperature to slowly rise to rt. Evaporation of the volatiles gave a beige solid that was stripped several times with dichloromethane. The solid was then treated with hot diethyl ether and filtered to remove diethyl sulphite. Recrystallization from dietyl ether gave 14.4 g, 67 mmol, 100% of the desired compound as an off-white crystalline hydrochloride, mp 135° C. IR (KBr) cm−1 2857,2614, 1740

来源