Ammonium Chloride → 6-Bromo-3-pyridinemethanol

Participants

Reaction Conditions

Reaction Steps

6-Bromo-3-pyridinecarboxaldehyde (1.05 g, 5.64 mmol) was dissolved in ethanol (30 mL). The mixture was cooled to 0° C., and stirred at 0° C. for 10 minutes after adding sodium borohydride (213 mg, 5.64 mmol). A saturated aqueous ammonium chloride solution was added to the mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was then purified by silica gel column chromatography to give (2-bromopyridin-5-yl)methanol (874 mg, 82%).

Provenance & Evidence