Lithium borohydride → 2-[4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl]-1-[4-(5-fluoropyridin-2-yl)phenyl]ethanol
Reaktionsgleichung
[BH4-].[Li+].[CH3:3][C:4]([CH3:48])([CH2:46][CH3:47])[CH2:5][C:6]1[N:7]=[C:8]([CH2:30][C:31]([C:33]2[CH:38]=[CH:37][C:36]([C:39]3[CH:44]=[CH:43][C:42]([F:45])=[CH:41][N:40]=3)=[CH:35][CH:34]=2)=[O:32])[N:9]([C:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:10]=1>CO>[CH3:3][C:4]([CH3:48])([CH2:46][CH3:47])[CH2:5][C:6]1[N:7]=[C:8]([CH2:30][CH:31]([C:33]2[CH:34]=[CH:35][C:36]([C:39]3[CH:44]=[CH:43][C:42]([F:45])=[CH:41][N:40]=3)=[CH:37][CH:38]=2)[OH:32])[N:9]([C:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:10]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Lithium borohydride (22 mg, 1 mmol) was added to a −78° C. solution of 2-[4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl]-1-[4-(5-fluoropyridin-2-yl)phenyl]ethanone (200 mg, 0.33 mmol) in methanol (20 mL). After stirring at ambient temperature for 1.5 h, the reaction mixture was quenched with acetone (1 mL) and concentrated in vacuo. Chromatography over silica eluting with 0-30% ethyl acetate/hexane afforded 2-[4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl]-1-[4-(5-fluoropyridin-2-yl)phenyl]ethanol.
Aufarbeitung
- customthe reaction mixture was quenched with acetone (1 mL)
- concentrationconcentrated in vacuo
Quellen und Nachweise
- ORD-Eintrag
- ord-2302f5a4f66e4a9e83926e47e9201c82
- Quelldatensatz
- uspto-grants-2012_06
- Patentnummer
- US08193228B2
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