Reaktion #480099

Reaktionsgleichung

Sodium borohydride

2-benzyloxy-5-bromo-benzaldehyde

→

title compound

Ausbeute 98.6%

2-Benzyloxy-5-bromo-benzyl alcohol

Ausbeute 98.6%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe mixture was concentrated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate (50 mL)
3. 3
   Waschenwashed with water (1×25 mL), 1N HCl solution (1×25 mL) and brine (1×25 mL)
4. 4
   TrocknenThe solution was dried (Na2SO4)
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe residue was purified by flash chromatography (8% ethyl acetate/hexane)

Vorschrift

Sodium borohydride (339 mg, 8.93 mmol) was added to a solution of 2-benzyloxy-5-bromo-benzaldehyde (2.6 g, 8.93 mmol) in anhydrous ethanol (20 mL) at 0° C. The reaction was allowed to warm to room temperature and, after 3 hours, the mixture was concentrated and the residue was dissolved in ethyl acetate (50 mL) and washed with water (1×25 mL), 1N HCl solution (1×25 mL) and brine (1×25 mL). The solution was dried (Na2SO4), filtered and concentrated. The residue was purified by flash chromatography (8% ethyl acetate/hexane) to afford 2.58 g of the title compound as a colorless oil (98%).

Quelle