تفاعل #1747831

معادلة التفاعل

dichloromethane

hydrochloride

3-aminophenylacetic acid

thionyl chloride

ethanol

→

desired compound

المردود 100.0%

3-aminophenylacetic acid ethyl ester

المردود 100.0%

المذيبات

diethyl ether

ظروف التفاعل

المعالجة

1. 1
   أخرىto slowly rise to rt
2. 2
   أخرىEvaporation of the volatiles
3. 3
   أخرىgave a beige solid
4. 4
   ترشيحfiltered
5. 5
   أخرىto remove diethyl sulphite
6. 6
   أخرىRecrystallization from dietyl ether

الإجراء التجريبي

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

المصدر