Potassium Carbonate → Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-(4-bromobenzyl)imidazole-5-carboxylate
Reaktionsgleichung
C([O-])([O-])=O.[K+].[K+].[CH2:7]([O:9][C:10]([C:12]1[NH:16][C:15]([CH2:17][CH2:18][CH3:19])=[N:14][C:13]=1[C:20]([OH:23])([CH3:22])[CH3:21])=[O:11])[CH3:8].[Br:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][CH:26]=1>C(#N)C>[CH2:7]([O:9][C:10]([C:12]1[N:16]([CH2:29][C:28]2[CH:31]=[CH:32][C:25]([Br:24])=[CH:26][CH:27]=2)[C:15]([CH2:17][CH2:18][CH3:19])=[N:14][C:13]=1[C:20]([OH:23])([CH3:21])[CH3:22])=[O:11])[CH3:8]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
The mixture of 240 ml acetonitrile, 20.7 g (150 mmol) of K2CO3, 18 g (75 mmol) of ethyl-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate and 20.4 g (81.6 mmol) of 4-bromobenzylbromide was heated under reflux temperature for 7 h. The suspension is cooled, filtered and concentrated under reduced pressure to approximately ⅓ of the starting volume and stirred at about 0° C. for 1 h. The precipitate is filtered and dried at 35° C. for 1 h and afterwards suspended in 218 ml of water. The mixture is stirred for 2 h, filtered and dried again. 21.56 g of the crude product were isolated. Crude product was recrystallized from acetonitrile (87%, 55% of the synthesis)
Aufarbeitung
- temperaturewas heated
- temperatureunder reflux temperature for 7 h
- temperatureThe suspension is cooled
- filtrationfiltered
- concentrationconcentrated under reduced pressure to approximately ⅓ of the starting volume
- filtrationThe precipitate is filtered
- customdried at 35° C. for 1 h
- stirringThe mixture is stirred for 2 h
- filtrationfiltered
- customdried again
Quellen und Nachweise
- ORD-Eintrag
- ord-05815cc50a8c4ae48054d24298769bc5
- Quelldatensatz
- uspto-grants-2011_01
- Patentnummer
- US07868180B2
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