Methyl 4-(6-cyano-2-hydroxymethylhexyl)benzoate → Methyl 4-(6-cyano-2-formylhexyl)benzoate

Participants

Reaction Steps

A solution of 3.8 g (13.80 mmol) of methyl 4-(6-cyano-2-hydroxymethylhexyl)benzoate from Example 117A in 250 ml of dichloromethane is mixed with 3.57 g (16.56 mmol) of pyridinium chlorochromate (PCC) and stirred at room temperature for 12 hours. After conversion is complete, 10 g of silica gel are added and the solvent is cautiously concentrated to dryness in vacuo. The resulting residue is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 1:1). 3.49 g (92% yield) are obtained as a colorless solid.

Provenance & Evidence