Sodium Iodide → HCID 23083032, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (2,6-dimethylphenyl)[4-(1,3-dioxolan-2-yl)phenyl]methanol (7.10 g), chlorotrimethylsilane (10.8 g), sodium iodide (15.0 g) and acetonitrile (50 mL) was stirred at 50° C. for 1 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed successively with 10% aqueous sodium hydrogencarbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography with ethyl acetate-hexane (gradient of 1:9 to 7:3 by volume ratio) to give 4-(2,6-dimethylbenzyl)benzaldehyde as pale-yellow crystals.

Provenance & Evidence