Dimethyl 4,4'-[2-(hydroxymethyl)butane-1,4-diyl]dibenzoate → Dimethyl 4,4'-(2-formylbutane-1,4-diyl)dibenzoate

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Reaction Steps

A solution of 18.02 g (50.5 mmol) of dimethyl 4,4′-[2-(hydroxymethyl)butane-1,4-diyl]dibenzoate in 350 ml of dichloromethane is mixed with 13.07 g (60.6 mmol) of pyridinium chlorochromate (PCC) and stirred at room temperature for 12 hours. After conversion is complete, about 60 g of silica gel are added, and the solvent is removed in vacuo to dryness. The residue is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 5:1→4:1). 14.73 g (41.46 mmol, 82% of theory) of a colourless oil are obtained.

Provenance & Evidence