1,3-Dibromopropane → N-[3-(3-Bromo-propoxy)-phenyl]-acetamide

HRID 233169

Reaktionsgleichung

Reaktionsgleichung von HRID 233169
[C:1]([NH:4][C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[Br:18][CH2:19][CH2:20][CH2:21]Br>ClCCl>[C:1]([NH:4][C:5]1[CH:6]=[C:7]([CH:8]=[CH:9][CH:10]=1)[O:11][CH2:21][CH2:20][CH2:19][Br:18])(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 80011,3-DibromopropaneHCID 11430Potassium CarbonateHCID 121243-Hydroxyacetanilide

Produkt 1

HCID 6420330N-[3-(3-Bromo-propoxy)-phenyl]-acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To 3-acetamidophenol (15.1 g) in dichloromethane (500 ml, dry) was added potassium carbonate (20 g) and then 1,3-dibromopropane (30 g). The resulting mixture was heated at reflux for 6 hours and then overnight at room temperature. After an additional 24 hours, the reaction was complete. Solids were filtered from the reaction mixture, and the solution was concentrated to an oil, which was purified to yield 3-(3-acetamidophenoxy)propyl bromide, 13.2 g.

Aufarbeitung

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux for 6 hours
  3. customovernight
  4. customat room temperature
  5. filtrationSolids were filtered from the reaction mixture
  6. concentrationthe solution was concentrated to an oil, which
  7. customwas purified

Quellen und Nachweise

ORD-Eintrag
ord-1bbc8155478f491d8516899dcb3a8f3f
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591745

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