反应详情

To a suspension of sodium hydride (684 mg, 28.49 mmol) in xylene (100 ml), methanol (0.98 ml, 25.9 mmol) in xylene (30 ml) was added under nitrogen. The mixture was stirred for 20 min. A solution of 2,6-dichloro-3-nitropyridine (5.0 g, 25.9 mmo) in xylene (100 ml) was added to the reaction mixture and stirred at room temperature overnight. Water (50 ml) was added and the organic layer was separated. The organics was washed with water (1×50 ml) and brine (2×50 ml), dried, and concentrated in vacuo. The crude product was purified by flash chromatography (10:1 methylene chloride and acetone) to provide the desired compound, 6-chloro-2-methoxy-3-nitro-pyridine, as the only isomer as light yellow solid (90%).

1. additionwas added under nitrogen
2. stirringstirred at room temperature overnight
3. customthe organic layer was separated
4. washThe organics was washed with water (1×50 ml) and brine (2×50 ml)
5. customdried
6. concentrationconcentrated in vacuo
7. customThe crude product was purified by flash chromatography (10:1 methylene chloride and acetone)