Reaction #577247

Reaction equation

4-(2-hydroxy-ethyl)-phenol

potassium carbonate

benzyl bromide

→

2-(4-Benzyloxy-phenyl)-ethanol

Solvents

ethanol

Conditions

Workup

1. 1
   FiltrationThe reaction mixture is then filtered off trough celite
2. 2
   Concentrationconcentrated under vacuum

Procedure

To a solution of 4-(2-hydroxy-ethyl)-phenol (50 g, 0.36 mol) in ethanol (400 ml) is added potassium carbonate (75 g, 0.54 mol, 1.5 eq) and benzyl bromide (47.2 ml, 0.39 mol, 1.1 eq), the reaction mixture is stirred at room temperature overnight. The reaction mixture is then filtered off trough celite and concentrated under vacuum. 2-(4-Benzyloxy-phenyl)-ethanol is isolated after crystallization with diethyl ether (82.6 g, 95%).

Source