Реакция #1747831

Уравнение реакции

dichloromethane

hydrochloride

3-aminophenylacetic acid

thionyl chloride

ethanol

→

desired compound

Выход 100.0%

3-aminophenylacetic acid ethyl ester

Выход 100.0%

Растворители

diethyl ether

Условия реакции

Обработка

1. 1
   Другоеto slowly rise to rt
2. 2
   ДругоеEvaporation of the volatiles
3. 3
   Другоеgave a beige solid
4. 4
   Фильтрацияfiltered
5. 5
   Другоеto remove diethyl sulphite
6. 6
   ДругоеRecrystallization from dietyl ether

Методика

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

Источник