2-Chloro-3-quinolinecarboxaldehyde → (2-Chloroquinolin-3-yl)methanol

Participants

Reaction Steps

To a solution of 2-chloro-3-formylquinoline (6 g; 21.3 mmol) in 150 mL of methanol was added sodium borohydride (1.8 g; 46.97 mmol) and was stirred at room temperature for 16 hours. Methanol was removed by rotary evaporation. The residue was re-suspended in chloroform, washed with water and dried over potassium carbonate. After filtration through a silica gel pad, the product, 2-chloro-3-hydroxymethylquinoline was present as a white solid (4.3 g), which was used for the next synthesis step without further purification.

Provenance & Evidence