Reacción #1747831

Ecuación de reacción

dichloromethane

hydrochloride

3-aminophenylacetic acid

thionyl chloride

ethanol

→

desired compound

Rendimiento 100.0%

3-aminophenylacetic acid ethyl ester

Rendimiento 100.0%

Disolventes

diethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto slowly rise to rt
2. 2
   OtroEvaporation of the volatiles
3. 3
   Otrogave a beige solid
4. 4
   Filtraciónfiltered
5. 5
   Otroto remove diethyl sulphite
6. 6
   OtroRecrystallization from dietyl ether

Procedimiento

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

Fuente