5-Bromo-3-pyridinecarboxaldehyde → (5-Bromo-3-pyridinyl)methanol

Participants

Reaction Conditions

Reaction Steps

Sodium borohydride (2.2 g, 59.1 mmol) was added at 0° C. to a suspension of 5-bromo-pyridine-3-carbaldehyde (10.0 g, 53.7 mmol) in MeOH (100 mL). The mixture was stirred at 0° C. for 1 hour before it was quenched by addition of water (5.0 mL). Evaporation of solvents afforded a light yellowish oil which was re-dissolved in EtOAc and washed with water. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo to give the title compound (9.6 g, 95%) as colorless oil. MS: 188.0 & 190.0 (M+H+).

Provenance & Evidence