Reacción #1605813

ord-2d5602354ea84c34b8c1ca9d286ce53d

Ecuación de reacción

CC(=O)Nc1ccc(Br)cc1-c1ccccc1
2-Phenyl-4-bromo-N-acetylaniline
Cl
hydrochloric acid
Nc1ccc(Br)cc1-c1ccccc1
2-phenyl-4-bromoaniline
Rendimiento 98.8%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturathe mixture was heated
  2. 2
    Temperaturaunder reflux overnight
  3. 3
    ConcentraciónThe solution was concentrated under reduced pressure and to the residue
  4. 4
    workup.ADDITIONwere added ethyl acetate (50 mL) and water (40 mL)
  5. 5
    Extracciónfor extraction
  6. 6
    SecadoThe organic layer was dried over sodium sulfate
  7. 7
    Filtraciónafter filtration
  8. 8
    Concentraciónconcentrated under reduced pressure
  9. 9
    OtroThe residue was purified by a silica gel column

Procedimiento

2-Phenyl-4-bromo-N-acetylaniline (7.79 g, 26.85 mmol) was dissolved in ethanol (100 mL), 2 N hydrochloric acid (33.56 mmol, 67.12 mL) was added dropwise under ice bath, and the mixture was heated under reflux overnight. The solution was concentrated under reduced pressure and to the residue were added ethyl acetate (50 mL) and water (40 mL) for extraction. The organic layer was dried over sodium sulfate and, after filtration, concentrated under reduced pressure. The residue was purified by a silica gel column to obtain 2-phenyl-4-bromoaniline (6.58 g).

Fuente

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