Hydrochloric Acid → 4-[2-(2,3-Dimethoxyphenyl)-1-hydroxyethyl]pyridine Hydrochloride
Reaktionsgleichung
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:11][C:12]([C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1)=[O:13].[BH4-].[Na+].O.[ClH:23]>CCO>[ClH:23].[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:11][CH:12]([C:14]1[CH:15]=[CH:16][N:17]=[CH:18][CH:19]=1)[OH:13]Komponenten
6
Versuchsvorschrift
To a stirred solution of 2-(2,3-dimethoxyphenyl)-1-(4-pyridinyl)ethanone (2.4 g, 0.009 mol) in EtOH (25 ml) was added, portionwise, NaBH4 (0.005 mol). The reaction was stirred at ambient temperature for 2 h, and then it was poured into water. The aqueous solution was extracted with EtOAc, and the extract was washed (water), dried (magnesium sulfate) and concentrated to afford an oil. The oil was triturated with Et2O and 1.9 g of a white solid resulted. The solid was dissolved in EtOH and ethereal HCl was added to precipitate a white hydrochloride salt. The salt was recrystallized twice from EtOH to afford the alcohol as a white solid mp 204-206° C.
Aufarbeitung
- extractionThe aqueous solution was extracted with EtOAc
- washthe extract was washed (water)
- dry with materialdried (magnesium sulfate)
- concentrationconcentrated
- customto afford an oil
- customThe oil was triturated with Et2O and 1.9 g of a white solid
- customresulted
- customto precipitate a white hydrochloride salt
- customThe salt was recrystallized twice from EtOH
Quellen und Nachweise
- ORD-Eintrag
- ord-f18efd86e0584e2abd56d4231be44f8a
- Quelldatensatz
- uspto-grants-1999_12
- Patentnummer
- US06004982
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