Methyl 4-[4-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-2-(hydroxymethyl)butyl]benzoate → Methyl 4-{4-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-2-formylbutyl}benzoate

Participants

Reaction Steps

1247 mg (5.79 mmol) of pyridinium chlorochromate (PCC) are added to a solution of 1680 mg (4.82 mmol) of methyl 4-[4-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-2-(hydroxymethyl)butyl]-benzoate in 100 ml of dichloromethane, and the mixture is stirred at room temperature for 12 hours. After complete conversion, 10 g of silica gel are added and the solvent is carefully 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 1270 mg (76% of theory) of a colorless oil.

Provenance & Evidence