Reaction #1857541

Reaction equation

4-chlorophenol

2-chloro-4-fluoroacetophenone

potassium carbonate

→

1-[2-chloro-4-(4-chlorophenoxy)phenyl]ethanone

Solvents

DMF

Conditions

Workup

1. 1
   Temperaturewas heated
2. 2
   Temperatureto reflux for 48 h
3. 3
   Otherthe reaction mixture was partitioned between MTBE and water
4. 4
   Extractionthe aqueous phase was extracted twice with MTBE
5. 5
   WashThe combined organic phases were consecutively washed with 10% LiCl solution, dil. NaOH solution and water
6. 6
   Otherdried
7. 7
   OtherThe solvent was evaporated under reduced pressure
8. 8
   Otherthe crude material was crystallized from diisopropyl ether

Procedure

A mixture of 4-chlorophenol (186 g), 2-chloro-4-fluoroacetophenone (250 g) and potassium carbonate (238 g) in DMF (960 mL) was heated to reflux for 48 h. After cooling to room temperature, the reaction mixture was partitioned between MTBE and water and the aqueous phase was extracted twice with MTBE. The combined organic phases were consecutively washed with 10% LiCl solution, dil. NaOH solution and water and dried. The solvent was evaporated under reduced pressure and the crude material was crystallized from diisopropyl ether.

Source