Reaction #1178454

Reaction equation

(2-chloroethoxy)acetyl chloride

ethyl 4-aminophenylacetate hydrochloride

→

ethyl {4-[2-(2-chloroethoxy)acetylamino]phenyl}acetate

Solvents

toluene

Conditions

Workup

1. 1
   Temperaturethe mixture is heated at the boil for 24 hours
2. 2
   OtherThe reaction mixture-is evaporated
3. 3
   Otherdried

Procedure

14.6 g (92.7 mmol) of (2-chloroethoxy)acetyl chloride are added to a suspension of 20.0 g (92.7 mmol) of ethyl 4-aminophenylacetate hydrochloride in 25 ml of toluene, and the mixture is heated at the boil for 24 hours. The reaction mixture-is evaporated and dried, giving ethyl {4-[2-(2-chloroethoxy)acetylamino]phenyl}acetate as a yellowish solid; ESI 300.

Source