Reacción #1687653

ord-7e3ac614f4384969b52570893e2ac9bc

Ecuación de reacción

Cl
hydrogen chloride
Cc1ccc(C)cc1
p-xylene
[Al+3].[Cl-].[Cl-].[Cl-]
aluminum chloride
O=C(Cl)c1cc(Cl)ccc1Cl
2,5-dichlorobenzoyl chloride
Cc1ccc(C)c(C(=O)c2cc(Cl)ccc2Cl)c1
crystals
Rendimiento 94.2%
Cc1ccc(C)c(C(=O)c2cc(Cl)ccc2Cl)c1
2,5-Dichloro-2',5'-dimethylbenzophenone
Rendimiento 94.2%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONAfter the addition
  2. 2
    ExtracciónThe aqueous layer was extracted with ether
  3. 3
    Extracciónwith ethereal extract
  4. 4
    Lavadowashed with water, saturated sodium bicarbonate, brine
  5. 5
    Secadorespectively, and then dried with magnesium sulfate
  6. 6
    OtroAfter the removal of solvent
  7. 7
    Otrothe residue was recrystallized from methanol twice

Procedimiento

To p-xylene (120 ml, 0.98 mol) was added aluminum chloride (32 g, 0.24 mol) at room temperature. To this mixture 2,5-dichlorobenzoyl chloride (30 g, 0.14 mol) was added slowly. The reaction was exothermic and hydrogen chloride evolved from the reddish solution. After the addition, the mixture was stirred for 10 min and then hydrolysed by slow addition of water. The aqueous layer was extracted with ether. The organic layer was combined with ethereal extract and washed with water, saturated sodium bicarbonate, brine, respectively, and then dried with magnesium sulfate. After the removal of solvent, the residue was recrystallized from methanol twice and then from hexane to give 36.8 g (92%) crystals (mp 58-61° C.).

Fuente

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