Hydrochloric Acid → [4-(2-Benzyloxycarbonyl-2-methylpropoxy)phenyl]methanol
Reaktionsgleichung
[CH2:1]([O:8][C:9]([C:11]([CH3:23])([CH3:22])[CH2:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH:18]=[O:19])=[CH:16][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].Cl>O1CCCC1>[CH2:1]([O:8][C:9]([C:11]([CH3:23])([CH3:22])[CH2:12][O:13][C:14]1[CH:15]=[CH:16][C:17]([CH2:18][OH:19])=[CH:20][CH:21]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Komponenten
5
Versuchsvorschrift
To a solution of 4-(2-benzyloxycarbonyl-2-methylpropoxy)benzaldehyde (0.97 g) in tetrahydrofuran (20 mL) was added sodium borohydride (59 mg), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into 0.5 mol/L hydrochloric acid, and the resulting mixture was extracted with diethyl ether. The organic layer was washed with water and brine successively, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=6/1-3/2) to give the title compound (0.95 g).
Aufarbeitung
- extractionthe resulting mixture was extracted with diethyl ether
- washThe organic layer was washed with water and brine successively
- dry with materialdried over anhydrous magnesium sulfate
- customThe solvent was removed under reduced pressure
- customthe residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=6/1-3/2)
Quellen und Nachweise
- ORD-Eintrag
- ord-ba7620cc3c104216b6b4f33b9eb0cce2
- Quelldatensatz
- uspto-grants-2008_05
- Patentnummer
- US07375087B2
Notizen zur Reaktion
Wird geladen…