Triacetoxyperiodinane → HCID 86700469, compound

Participants

Reaction Steps

To a stirring solution of (5-bromo-2-fluorophenyl)(pyrimidin-5-yl)methanol (2.42 g, 8.55 mmol) in DCM (40 mL) was added Dess-Martin periodinane (4 g, 9.4 mmol) portion-wise over several minutes. The reaction was then quenched with saturated 1:1 Na2S2O3/NaHCO3 solution (80 mL) and stirred until gas evolution ceased. The aqueous layer was extracted with DCM, dried over MgSO4, and purified by column chromatography (gradient 0 to 30% EtOAc in hexanes) to give the product. 1H NMR (400 MHz, CDCl3) δ 9.41 (s, 1H), 9.09 (d, J=1.6 Hz, 2H), 7.81 (dd, J=6.0, 2.6 Hz, 1H), 7.74 (ddd, J=8.8, 4.5, 2.6 Hz, 1H), 7.13 (t, J=9.1 Hz, 1H).

Provenance & Evidence