Methyl 4-[4-(4-cyanophenyl)-2-hydroxymethylbutyl]benzoate → Methyl 4-[4-(4-cyanophenyl)-2-formylbutyl]benzoate

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Reaction Steps

A solution of 5.7 g (17.63 mmol) of methyl 4-[4-(4-cyanophenyl)-2-hydroxymethylbutyl]benzoate from Example 15A in 250 ml of dichloromethane is mixed with 4.56 g (21.15 mmol) of pyridinium chlorochromate (PCC) and stirred at room temperature for 5 hours. After conversion is complete, about 10 g of silica gel are added, and the solvent is removed to dryness in vacuo. The residue is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 10:1→4:1). 4.16 g (12.94 mmol, 73% yield) of a colorless solid are obtained.

Provenance & Evidence