反应详情

To a mixture of iodine (68 g, 0.27 mol) and silver sulfate (84 g, 0.27 mol) in absolute EtOH (2.5 L) was added methyl 2-amino-4-chlorobenzoate (50 g, 0.27 mol). The reaction mixture was allowed to stir at rt for 45 min. The reaction mixture was then filtered through a pad of Celite® and the filtrate was concentrated. The residue was dissolved in EtOAc (2 L) and washed with saturated aqueous NaHCO3 (3×400 mL), water (3×400 mL), and brine. The organic solution was dried over Na2SO4, filtered, and concentrated to give methyl 2-amino-4-chloro-5-iodobenzoate (85 g, 99%).

1. filtrationThe reaction mixture was then filtered through a pad of Celite®
2. concentrationthe filtrate was concentrated
3. dissolutionThe residue was dissolved in EtOAc (2 L)
4. washwashed with saturated aqueous NaHCO3 (3×400 mL), water (3×400 mL), and brine
5. dry with materialThe organic solution was dried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated