Hexane → 5-Fluoro-3-hydroxy-6-methoxy-quinoline-4-carbaldehyde

Participants

Reaction Conditions

Reaction Steps

Manganese dioxide (299 mg, 4.3 mmol, 10.0 eq) is added at room temperature to a stirred solution of 5-fluoro-4-hydroxymethyl-6-methoxy-quinolin-3-ol (120 mg, 0.43 mmol, 1.0 eq) in acetone (12 mL) and the resulting mixture is stirred at 35° C. for 17 hours. The solid is filtered off, washed with acetone (3×10 mL) and the filtrate is concentrated to give a residue that is purified by column chromatography (silica gel, eluent: ethyl acetate:hexane, 1:3, v/v) to afford 5-fluoro-3-hydroxy-6-methoxy-quinoline-4-carbaldehyde as a yellow solid (40 mg, 42% yield).

Provenance & Evidence