Triacetoxyperiodinane → (2-Bromo-3-methylphenyl)(pyrimidin-4-yl)methanone

Participants

Reaction Steps

To a solution of (2-bromo-3-methylphenyl)(pyrimidin-4-yl)methanol (0.40 g, 1.433 mmol) in DCM (10 mL) were added sodium bicarbonate (0.223 mL, 5.73 mmol) and Dess-Martin periodinane (0.790 g, 1.863 mmol) in one portion. The resulting mixture was stirred at RT for 1 h then quenched with sat NaHCO3 and sodium thio sulfate pentahydrate (1.778 g, 7.17 mmol). The quenched mixture was stirred for 1 h more and extracted with DCM. The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated to afford (2-bromo-3-methylphenyl) (pyrimidin-4-yl)methanone which was used without purification.

Provenance & Evidence