Reaktion #1605813

ord-2d5602354ea84c34b8c1ca9d286ce53d

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe mixture was heated
  2. 2
    Temperaturunder reflux overnight
  3. 3
    EinengenThe 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
    Extraktionfor extraction
  6. 6
    TrocknenThe organic layer was dried over sodium sulfate
  7. 7
    Filtrationafter filtration
  8. 8
    Einengenconcentrated under reduced pressure
  9. 9
    SonstigeThe residue was purified by a silica gel column

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09072734B2uspto-grants-2015_07