Potassium Carbonate → 2-(3-Ethynylphenoxy)acetamide

HRID 56292

Reaktionsgleichung

Reaktionsgleichung von HRID 56292
[C:1]([C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1)#[CH:2].Br[CH2:11][C:12]([NH2:14])=[O:13].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[C:1]([C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][CH:8]=1)[O:9][CH2:11][C:12]([NH2:14])=[O:13])#[CH:2]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 696322-BromoacetamideHCID 139144m-Ethynylphenol

Produkt 1

HCID 900229132-(3-Ethynylphenoxy)acetamideAusbeute 90,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 3-ethynylphenol (3.31 g, 28.0 mmol), 2-bromoacetamide (2.36 g, 17.1 mmol) and K2CO3 (5.53 g, 40.0 mmol) in acetone (50 mL) was stirred at 70° C. for 7 h. The mixture was 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 (2.70 g, 90%).

Aufarbeitung

  1. temperatureThe mixture was 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-3d1810a9000d4b76afffa196398b8754
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434695B2

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