Sodium borohydride → 3-Benzyloxy-4-nitro-benzyl alcohol

Participants

Reaction Conditions

Reaction Steps

3-Benzyloxy-4-nitrobenzaldehyde (10.3 g, 0.040 mol) is dissolved in methanol (120 mL) with heating and then cooled to 0° C. To this stirred solution, sodium borohydride (1.5 g, 0.40 mol) is added in portions over a period of 5 min. The mixture is allowed to warm to ambient temperature and stirred overnight. The solvent is removed under reduced pressure and EtOAc is added. The organic layer is washed with 1N HCl and brine, dried over sodium sulfate/magnesium sulfate, and concentrated to afford (3-benzyloxy-4-nitrophenyl) -methanol as a yellow-brown solid: MS (M+NH4)+=277.

Provenance & Evidence