Imidazole → HCID 22097613, Verbindung

HRID 1458949Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1458949
Br[CH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:6].[NH:15]1[CH:19]=[CH:18][N:17]=[CH:16]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[N:15]1([CH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[O:6])[CH:19]=[CH:18][N:17]=[CH:16]1

Komponenten

5

Edukt 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 3832489Benzyl 4-bromobutanoate

Produkt 1

HCID 22097613HCID 22097613, VerbindungAusbeute 33 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of benzyl 4-bromobutyrate (23.7 g), imidazole (8.1 g), potassium carbonate (14.0 g) and acetone (400 ml) was stirred under reflux for 6 hours. After cooling the mixture to room temperature, the insoluble material was filtered off, and the filtrate was concentrated. The residual oil was subjected to column chromatography on silica gel. The fractions eluted with ethyl acetate/methanol (20/1, v/v) gave benzyl 4-(1-imidazolyl)butyrate (7.3 g, 33%) as an oil.

Aufarbeitung

  1. temperatureunder reflux for 6 hours
  2. filtrationthe insoluble material was filtered off
  3. concentrationthe filtrate was concentrated
  4. washThe fractions eluted with ethyl acetate/methanol (20/1

Quellen und Nachweise

ORD-Eintrag
ord-eab473ec92be457f91bef9293b8f053f
Quelldatensatz
uspto-grants-1998_12
Patentnummer
US05852039

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