Reacción #1605803

ord-7cbf4d8a5c494dd7a268abfcd71562be

Ecuación de reacción

O=C(O)CCC(=O)c1ccc(Br)cc1
3-(4-bromobenzoyl)propionic acid
O=[N+]([O-])O
nitric acid
O=C(O)CCC(=O)c1ccc(Br)c([N+](=O)[O-])c1
3-(4-bromo-3-nitrobenzoyl)propionic acid

Condiciones de reacción

Temperatura
-5°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONthe reaction solution was poured onto ice
  2. 2
    OtroThe solid which precipitated
  3. 3
    Filtraciónwas collected by filtration
  4. 4
    Lavadowashed with purified water
  5. 5
    Otrodried under reduced pressure

Procedimiento

Under salt-ice cooling, 3-(4-bromobenzoyl)propionic acid (75.0 g, 291.7 mmol) was added to fuming nitric acid (200 mL) in portions at such a rate that the temperature of the reaction solution could be maintained at −5° C. or lower. After stirring at −12° C. to −10° C. for 1 hour, the reaction solution was poured onto ice. The solid which precipitated was collected by filtration, washed with purified water, and thereafter dried under reduced pressure to obtain 3-(4-bromo-3-nitrobenzoyl)propionic acid (91.0 g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09072734B2uspto-grants-2015_07