Imidazole → ethyl 2-(1H-imidazol-1-yl)acetate

HRID 562445Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 562445
[Na].[NH:2]1[CH:6]=[CH:5][N:4]=[CH:3]1.Br[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10]>C(O)C>[N:2]1([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][N:4]=[CH:3]1

Komponenten

5

Edukt 3

HCID 795ImidazoleHCID 7748Ethyl bromoacetateHCID 5360545Sodium

Produkt 1

HCID 3798501ethyl 2-(1H-imidazol-1-yl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

118.2 g (5.1 mmol) of sodium are added slowly to 2.5 litres of ethanol. 350.0 g (5.1 mol) of imidazole and 570 ml (858.6 g, 5.1 mol) of ethyl bromoacetate are added dropwise at an internal temperature of 20-25° C. The mixture is stirred at RT for 24 h. The precipitated solid is filtered off, the ethanol is removed under reduced pressure and the mixture is filtered again. The residue is purified by column chromatography on silica gel (mobile phase ethyl acetate). Yield: 639.0 g (81% of theory)

Aufarbeitung

  1. filtrationThe precipitated solid is filtered off
  2. customthe ethanol is removed under reduced pressure
  3. filtrationthe mixture is filtered again
  4. customThe residue is purified by column chromatography on silica gel (mobile phase ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-2c36d1f0258c4a30833050141901c87b
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067407B2

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