Reacción #728027

ord-22777fe18cbf410abb95fb7b59eb9416

Ecuación de reacción

O=S(=O)(O)O
H2SO4
O=[N+]([O-])O
HNO3
O=C(c1ccc(Br)cc1)c1ccc([N+](=O)[O-])cc1
(4-Bromo-phenyl)-(4-nitro-phenyl)-methanone
O=C(c1ccc([N+](=O)[O-])cc1)c1ccc(Br)c([N+](=O)[O-])c1
(4-Bromo-3-nitro-phenyl)-(-4-nitro-phenyl)-methanone
Rendimiento 78.0%

Disolventes

Condiciones de reacción

Temperatura
60°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.STIRRINGto stir
  2. 2
    Otroresulting in precipitation of the product
  3. 3
    FiltraciónThe product was filtered
  4. 4
    Otrodried

Procedimiento

The crude (4-Bromo-phenyl)-(4-nitro-phenyl)-methanone (15 g, 49 mmol) was dissolved in 45 mL of dichloroethane and added dropwise via addition funnel to a mixture of concentrated H2SO4(aq) (21 mL, 392 mmol) and fuming HNO3(aq) (15.7 mL, 392 mmol). The mixture was stirred at 60° C. overnight. Subsequently the mixture was poured over ice water and allowed to stir resulting in precipitation of the product. The product was filtered and dried affording 78% yield of the desired (4-Bromo-3-nitro-phenyl)-(-4-nitro-phenyl)-methanone (13.1 g, 38 mmol).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07692005B2uspto-grants-2010_04