4-Bromoaniline → 1-(4-Bromoanilino)-3-phenyl-2-propanol

HRID 897626

Reaktionsgleichung

Reaktionsgleichung von HRID 897626
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[O:9]1[CH2:18][CH:10]1[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CO>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][CH2:18][CH:10]([OH:9])[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 78074-BromoanilineHCID 948262-(Phenylmethyl)oxirane

Produkt 1

HCID 223472001-(4-Bromoanilino)-3-phenyl-2-propanolAusbeute 70,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 4-bromoaniline (1.75 g, 0.0102 mol) and 2,3-epoxy-propylbenzene (1.77 g, 0.0132 mol) in methanol (40 mL) was heated at reflux for 16 hours. The mixture was cooled to ambient temperature and concentrated under reduced pressure. The residue was purified by flash chromatography on silica using ethyl acetate/n-heptane (1:5) as mobile phase to yield 1-(4-bromoanilino)-3-phenyl-2-propanol (2.2 g, 0.00719 mol) as a colorless oil.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 16 hours
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by flash chromatography on silica

Quellen und Nachweise

ORD-Eintrag
ord-a1d99133df9c49e5934ae015ef333b4c
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06921763B2

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