Reacción #1857541

ord-5dbccbc3503245d396ae24743e35c3ed

Ecuación de reacción

Oc1ccc(Cl)cc1
4-chlorophenol
CC(=O)c1ccc(F)cc1Cl
2-chloro-4-fluoroacetophenone
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(=O)c1ccc(Oc2ccc(Cl)cc2)cc1Cl
1-[2-chloro-4-(4-chlorophenoxy)phenyl]ethanone

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas heated
  2. 2
    Temperaturato reflux for 48 h
  3. 3
    Otrothe reaction mixture was partitioned between MTBE and water
  4. 4
    Extracciónthe aqueous phase was extracted twice with MTBE
  5. 5
    LavadoThe combined organic phases were consecutively washed with 10% LiCl solution, dil. NaOH solution and water
  6. 6
    Otrodried
  7. 7
    OtroThe solvent was evaporated under reduced pressure
  8. 8
    Otrothe crude material was crystallized from diisopropyl ether

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09247746B2uspto-grants-2016_02