3,5-Dibromosalicylaldehyde → 2,4-dibromo-6-(hydroxymethyl)phenol

Participants

Reaction Steps

To a stirred solution of 3,5-dibromosalicylaldehyde (10.6 grams, 38 mmol) in MeOH (70 mL), was added NaBH4 (4.3 grams, 115 mmol) in small portions and the solution was stirred for 1.5 hours. Another batch of NaBH4 (2.0 grams, 52 mmol) was added in small portions and the mixture was stirred for another 2 hours. The solvent was removed under vacuum and the resulting white solid was re-precipitated in water. The product was collected as a white solid by vacuum filtration (10.1 grams, 94% yield).

Provenance & Evidence