Reacción #1687652

ord-e2ef731d67a7486ab27da796c3a8819e

Ecuación de reacción

Cc1ccccc1C(=O)Cl
o-toluoyl chloride
Clc1ccc(Cl)cc1
1,4-dichlorobenzene
[Al+3].[Cl-].[Cl-].[Cl-]
Aluminum chloride
Cc1ccccc1C(=O)c1cc(Cl)ccc1Cl
white crystals
Rendimiento 36.0%
Cc1ccccc1C(=O)c1cc(Cl)ccc1Cl
2,5-Dichloro-2'-methylbenzophenone
Rendimiento 36.0%

Disolventes

Condiciones de reacción

Temperatura
100°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe mixture was heated to 170° C. in 30 min
  2. 2
    TemperaturaThe resulting brownish solution was cooled to about 80° C.
  3. 3
    workup.ADDITIONpoured onto ice
  4. 4
    OtroThe organic layer was separated
  5. 5
    workup.DISTILLATIONdistilled under vacuum
  6. 6
    Otroafter the removal of ether
  7. 7
    workup.DISTILLATIONThe residue from distillation
  8. 8
    Otrowas recrystallized twice from hexane

Procedimiento

A mixture of o-toluoyl chloride (22 g, 0.17 mol) and 1,4-dichlorobenzene (120 g, 0.82 mol) was heated to 100° C. in a flask. Aluminum chloride (60 g, 0.45 mol) was added in one portion. The mixture was heated to 170° C. in 30 min and stirred at this temperature for 3 hours. The resulting brownish solution was cooled to about 80° C. and poured onto ice. Ether (50 ml) was added. The organic layer was separated and distilled under vacuum after the removal of ether. The residue from distillation was recrystallized twice from hexane to give 16 g of white crystals (36%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05976437uspto-grants-1999_11