Hydrochloric Acid → 2-Bromo-6-iodopyridin-3-ol

Participants

Reaction Steps

Add I2 (21.0 g, 82.7 mmol) in solid form, a little at a time, in the space of 5 min, to a solution of 2-bromo-3-pyridinol (14.0 g, 80.8 mmol) and of K2CO3 (22.3 g, 161 mmol) in H2O (180 mL). Stir the reaction medium at room temperature for 2 h, then cool it (ice/H2O) to 0-5° C. and neutralize it to pH 6 by adding 2N HCl. A precipitate forms, which is filtered, washed with H2O and dried under vacuum at 70° C. to give 2 (19.48, 80.7%) in solid form, of an ivory color: 1H NMR (CDCl3) δ 7.54 (d, 1H, J=8.1 Hz), 6.98 (d, 1H, J=8.1 Hz), 5.55 (s broad, 1H); m/z obs.=299.4 (M+1).

Provenance & Evidence