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

HRID 55605

Reaktionsgleichung

Reaktionsgleichung von HRID 55605
[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-1cd804972d384cae9a5d08e029bf40a5
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05624927

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