Reaktionsgleichung
[CH3:1][CH:2]([CH2:4][CH:5]1[C:18](=[O:19])[CH2:17][CH:16]2[N:7]([CH2:8][CH2:9][C:10]3[C:15]2=[CH:14][C:13]([O:20][CH3:21])=[C:12]([O:22][CH3:23])[CH:11]=3)[CH2:6]1)C.[BH4-].[Na+].[CH2:26]([OH:28])C>>[OH:19][CH:18]1[CH2:17][CH:16]2[N:7]([CH2:8][CH2:9][C:10]3[CH:11]=[C:12]([O:22][CH3:23])[C:13]([O:20][CH3:21])=[CH:14][C:15]=32)[CH2:6][CH:5]1[CH2:4][CH:2]([O:28][CH3:26])[CH3:1]Komponenten
4
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
Tetrabenazine (Formula 1; 9.01 mg, 0.0284 mmol) was dissolved in 1 mL of ethanol, the solution was cooled to 0° C., and then NaBH4 (3.22 mg, 0.0851 mmol) was slowly added thereto. The temperature was heated to normal temperature and then the mixture was stirred for 1 hr. The mixture was distilled under reduced pressure, water (3 mL) and CH2Cl2 (3 mL) were added thereto to extract an organic layer, and the organic layer collected was washed with a saturated K2CO3 aqueous solution. Anhydrous magnesium sulfate was used to dry the organic layer, filtration under reduced pressure and evaporation under reduced pressure were performed, and then column chromatography was used to obtain 7.30 mg (yield 80%) of the title compound.
Aufarbeitung
- temperatureThe temperature was heated to normal temperature
- distillationThe mixture was distilled under reduced pressure, water (3 mL) and CH2Cl2 (3 mL)
- additionwere added
- extractionto extract an organic layer
- customthe organic layer collected
- washwas washed with a saturated K2CO3 aqueous solution
- customto dry
- filtrationthe organic layer, filtration
- customunder reduced pressure and evaporation under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-8c235ef0ec51463b8d737cf21392154f
- Quelldatensatz
- uspto-grants-2015_03
- Patentnummer
- US08993766B2
Verknüpfte Notizen
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