Réaction #1605812

ord-c1a270181535486187596470ab6be54a

Équation de réaction

CC(=O)Nc1ccccc1-c1ccccc1
2-Phenyl-N-acetylaniline
Br
hydrogen bromide
CC(=O)Nc1ccc(Br)cc1-c1ccccc1
2-phenyl-4-bromo-N-acetylaniline
Rendement 91.3%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    ConcentrationThe solution was concentrated under reduced pressure, to the residue
  2. 2
    workup.ADDITIONwas added water (20 mL) and subsequently ethanol (30 mL)
  3. 3
    workup.STIRRINGthe mixture was stirred under ice bath for 1 hour
  4. 4
    FiltrationThe precipitate was collected by filtration
  5. 5
    Lavagewashed with ethanol/water (=1:1)
  6. 6
    Autredried under reduced pressure

Mode opératoire

2-Phenyl-N-acetylaniline (6.21 g, 29.40 mmol) was dissolved in acetic acid (70 mL). Thereto was dropwise added under ice bath a separately prepared solution of hydrogen bromide (6.14 g, 38.42 mmol) dissolved in carbon tetrachloride (19.21 mL) and the mixture was stirred at room temperature overnight. The solution was concentrated under reduced pressure, to the residue was added water (20 mL) and subsequently ethanol (30 mL), and the mixture was stirred under ice bath for 1 hour. The precipitate was collected by filtration, washed with ethanol/water (=1:1), dried under reduced pressure to obtain 2-phenyl-4-bromo-N-acetylaniline (7.79 g).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09072734B2uspto-grants-2015_07