Methanol → 3-Fluoro-2-(1-trityl-1H-imidazol-4-yl)benzaldehyde

Participants

Reaction Steps

To a solution of methyl 3-fluoro-2-(1-trityl-1H-imidazol-4-yl)benzoate (62 mg, 0.134 mmol) in toluene (4 mL) at −78° C. was added dropwise a solution of DIBAH (1 M, 0.161 mL, 0.161 mmol). Stirring was continued for 10 min. At this temperature, dry methanol was added. The mixture was poured into saturated aqueous NH4Cl (5 mL), diluted with EtOAc (15 mL), shaken vigorously for 3 min, added brine (5 mL), shaken again, the phases separated and the organic layer dried over Na2SO4, filtered, and evaporated to give the desired aldehyde which was used without further purification.

Provenance & Evidence