4-[3-(3,5-Difluoro-4-triisopropylsilanyloxybenzyl)-4-hydroxybutyl]benzonitrile → 4-[3-(3,5-Difluoro-4-triisopropylsilanyloxybenzyl)-4-oxobutyl]benzonitrile

Participants

Reaction Steps

A solution of 750 mg (1.58 mmol) of 4-[3-(3,5-difluoro-4-triisopropylsilanyloxybenzyl)-4-hydroxybutyl]benzonitrile in 9 ml of dichloromethane is mixed with 409 mg (1.9 mmol) of pyridinium chlorochromate (PCC) and stirred at room temperature for 12 h. After conversion is complete, about 10 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 10:1→5:1→2:1). 493 mg (64% of theory) of a colorless solid are obtained.

Provenance & Evidence