3-Chlorophenol → 2-(3-Chlorophenoxy)acetamide

HRID 56281

Reaktionsgleichung

Reaktionsgleichung von HRID 56281
[Cl:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.Br[CH2:10][C:11]([NH2:13])=[O:12].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[O:8][CH2:10][C:11]([NH2:13])=[O:12]

Komponenten

5

Edukt 3

HCID 79333-ChlorophenolHCID 11430Potassium CarbonateHCID 696322-Bromoacetamide

Produkt 1

HCID 27459692-(3-Chlorophenoxy)acetamideAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 3-chlorophenol (2.57 g, 20.0 mmol), 2-bromoacetamide (2.76 g, 20.0 mmol) and K2CO3 (5.53 g, 40.0 mmol) in acetone (40 mL) was stirred at 70° C. overnight. The mixture was then cooled to rt and filtered and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a white solid (3.22 g, 87%).

Aufarbeitung

  1. temperatureThe mixture was then cooled to rt
  2. filtrationfiltered
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1)

Quellen und Nachweise

ORD-Eintrag
ord-5678fda726de4720b490e40934cb03aa
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434695B2

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