Reaction #5039

Reaction equation

water

4-cyanophenol

benzyl chloride

potassium carbonate

→

4-benzyloxybenzonitrile

Solvents

NMP

Conditions

Workup

1. 1
   TemperatureThe reaction mixture was cooled to room temperature
2. 2
   OtherThe resulting white solid was collected
3. 3
   Washwashed with water and hexanes
4. 4
   Otherdried at 70° C. in vacuo

Procedure

A mixture containing 325 g of 4-cyanophenol, 346 mL of benzyl chloride and 758 g of potassium carbonate in 1.2 L of NMP was heated at 95° C. with stirring for 1.5 hrs. The reaction mixture was cooled to room temperature and poured into 5 L of cold water. The resulting white solid was collected, washed with water and hexanes and dried at 70° C. in vacuo giving 570.0 g of 4-benzyloxybenzonitrile.

Source