Sodium borohydride → (4-(Benzyloxy)-2,6-dimethylphenyl)methanol
Reaktionsgleichung
[CH2:1]([O:8][C:9]1[CH:16]=[C:15]([CH3:17])[C:12]([CH:13]=[O:14])=[C:11]([CH3:18])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH3:18])[C:12]([CH2:13][OH:14])=[C:15]([CH3:17])[CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Treat a solution of 4-Benzyloxy-2,6-dimethyl-benzaldehyde (6.4 g, 27 mmol) in Methanol (60 mL) with Sodium borohydride (0.82 g, 22 mmol). Stir the reaction for 1 hr at room temperature. Quench the reaction with a saturated solution of sodium bicarbonate in water and extract with Et2O. Wash the organic with brine, dry over MgSO4, and filter. Remove the solvent to afford 6.3 g (97%) of product. 1H NMR (d6-CDCl3) δ 7.31-7.43 (m, 5H), 6.65 (s, 2H), 5.01 (s, 2H), 4.66 (s, 2H), 2.38 (s, 6H).