Imidazole → HCID 22097613, Verbindung

HRID 964581Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 964581
[CH2:1]([O:8][C:9](=[O:14])[CH2:10][CH2:11][CH2:12]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:15]1[CH:19]=[CH:18][N:17]=[CH:16]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:1]([O:8][C:9](=[O:14])[CH2:10][CH2:11][CH2:12][N:15]1[CH:19]=[CH:18][N:17]=[CH:16]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=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 4-bromobutyric acid benzyl ester (23.7 g), imidazole (8.1 g), potassium carbonate (14.0 g) and acetone (400 ml) was stirred under refluxing conditions for 6 hours. After the reaction mixture was cooled to room temperature, the insoluble solid was filtered off, the filtrate was concentrated. The residual oily substance was subjected to silica gel column chromatography and eluted with ethyl acetate-methanol (20:1, v/v) to yield 4-(1-imidazolyl)butyric acid benzyl ester (7.3 g, 33%) as an oily substance.

Aufarbeitung

  1. filtrationthe insoluble solid was filtered off
  2. concentrationthe filtrate was concentrated
  3. washeluted with ethyl acetate-methanol (20:1

Quellen und Nachweise

ORD-Eintrag
ord-3ed45cadc4b34ceba705c957520c258a
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05770602

Notizen zur Reaktion

Wird geladen…