Acetic Acid → 2'-Bromoacetanilide

HRID 1084982

Reaktionsgleichung

Reaktionsgleichung von HRID 1084982
[Br:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].C(#N)C.[C:12](O)(=[O:14])[CH3:13]>C(OCC)(=O)C>[Br:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH:4][C:12](=[O:14])[CH3:13]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 6342AcetonitrileHCID 119922-Bromoaniline2×

Produkt 1

HCID 1364162'-BromoacetanilideAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2-Bromo-1-acetylaminobenzene was synthesized in the usual manner from 2-bromoaniline. That is, 150 ml of acetonitrile was added to 25.0 g of 2-bromoaniline, then 15.1 ml of glacial acetic acid was added thereto, and the reaction mixture was heated under reflux for 2 hours. After bringing its temperature to room temperature, 300 ml of ethyl acetate was added thereto, and after the resulting mixture was washed with water twice, the solvent was distilled off, and recrystallization of the crude crystals from a hexane/ethyl acetate solvent mixture was carried out, to obtain 23.2 g (yield: 75%) of 2-bromo-1-acetylaminobenzene.

Aufarbeitung

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customto room temperature
  4. washafter the resulting mixture was washed with water twice
  5. distillationthe solvent was distilled off
  6. customrecrystallization of the crude crystals from a hexane/ethyl acetate solvent mixture

Quellen und Nachweise

ORD-Eintrag
ord-5591e418656b4c909c222813e8b51adb
Quelldatensatz
uspto-grants-1991_04
Patentnummer
US05006660

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