Dimethyl 4,4'-[3-(hydroxymethyl)pentane-1,5-diyl]dibenzoate → Dimethyl 4,4'-(3-formylpentane-1,5-diyl)dibenzoate

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Reaction Steps

6.1 g (28.3 mmol) of pyridinium chlorochromate (PCC) are added to a solution of 8.73 g (23.6 mmol) of dimethyl 4,4′-[3-(hydroxymethyl)pentane-1,5-diyl]dibenzoate in 280 ml of dichloromethane, and the mixture is stirred at room temperature for 12 h. After the reaction has gone to completion, about 10 g of silica gel are added, and the solvent is removed to dryness under reduced pressure. The residue is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 4:1). This gives 7.08 g (19.22 mmol, 81.5% of theory) of a colorless oil.

Provenance & Evidence