반응 #1747831

반응 방정식

dichloromethane

hydrochloride

3-aminophenylacetic acid

thionyl chloride

ethanol

→

desired compound

수율 100.0%

3-aminophenylacetic acid ethyl ester

수율 100.0%

용매

diethyl ether

반응 조건

후처리

1. 1
   기타to slowly rise to rt
2. 2
   기타Evaporation of the volatiles
3. 3
   기타gave a beige solid
4. 4
   여과filtered
5. 5
   기타to remove diethyl sulphite
6. 6
   기타Recrystallization from dietyl ether

실험 절차

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

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