Ethyl Acetate → 4-Iodobenzaldehyde

Participants

Reaction Steps

A solution of 4-iodobenzyl alcohol (9 g, 38.29 mmol) in dichloromethane (90 mL) and acetonitrile (10 mL) was treated sequentially with 4 A molecular sieves powder (9 g), tetra-n-propyl ammoniumperruthenate (0.13 g) and N-methyl morpholine-N-oxide (9 g, 76.6 mmol). After stirring at ambient temperature for 2 h, the reaction mixture was diluted with hexane and subjected to flash column chromatography over silica gel (230-400 mesh) using 6-10% ethyl acetate in hexane as the eluent to afford the title compound (2.5 g pure and 4 g ˜95% pure, 73%).

Provenance & Evidence