Reaction #4636

Reaction equation

2,6-dihydroxybenzamide

potassium carbonate

1,2-dibromoethane

→

6-(2-Bromoethoxy)salicylamide

Solvents

acetonitrile

Conditions

Workup

1. 1
   Temperatureis refluxed
2. 2
   FiltrationThe reaction mixture is filtered
3. 3
   Temperaturewhilst still warm
4. 4
   Concentrationthe filtrate concentrated by evaporation
5. 5
   Otherthe residue recrystallised from a little methanol

Procedure

A mixture of 23.0 g of 2,6-dihydroxybenzamide, 20.7 g of potassium carbonate and 28.2 g of 1,2-dibromoethane is refluxed, whilst stirring, for 2-3 hours in 300 ml of acetonitrile. The reaction mixture is filtered whilst still warm, the filtrate concentrated by evaporation and the residue recrystallised from a little methanol. 6-(2-Bromoethoxy)salicylamide having a melting point of 120°-121° is obtained.

Source