Reaction #2460284

Reaction equation

4-Bromophenol

potassium carbonate

benzyl bromide

→

4-benzyloxybromobenzene

Solvents

water

acetone

ethyl acetate

Conditions

Workup

1. 1
   TemperatureThe reaction was refluxed under nitrogen
2. 2
   TemperatureAfter 5-6 hours of reflux
3. 3
   Otherthe organic layer was separated
4. 4
   Dryingdried over magnesium sulfate
5. 5
   Otherevaporated to dryness
6. 6
   Otherto afford a white fluffy powder

Procedure

4-Bromophenol (2 g, 0.0116 mol) in acetone (40 ml) was treated with potassium carbonate (1.91 g, 1.2 equivalents) and benzyl bromide (1.44 ml, 1.05 equivalents). The reaction was refluxed under nitrogen. After 5-6 hours of reflux, the reaction was cooled to room temperature and diluted with an equal volume of ethyl acetate. This was diluted further with water and the organic layer was separated, dried over magnesium sulfate and evaporated to dryness to afford a white fluffy powder. Yield=2.36 g (73%).

Source