反应详情

To a stirred solution of the above crude 3-bromo-2-bromomethylpyridine (70 g, 0.28 mol) in dioxane (500 mL) and water (250 mL), was added NaCN (28 g, 0.74 mol) at 0° C. and then stirred at RT for 16 h. The reaction mixture was quenched with 3 Lit of water and extracted with ethylacetate (4×500 mL). The organic layer was washed with water (400 L), brine (250 mL), dried over Na2SO4 and concentrated to give crude product. The crude was purified by column chromatography over silica gel (pet. ether/ethylacetate, 8:2) to give 3-bromopyridine-2-yl-acetonitrile (22 g, 40%). [TLC: Pet. ether/ethylacetate, 7:3, Rf=0.35]

1. customThe reaction mixture was quenched with 3 Lit of water
2. extractionextracted with ethylacetate (4×500 mL)
3. washThe organic layer was washed with water (400 L), brine (250 mL)
4. dry with materialdried over Na2SO4
5. concentrationconcentrated
6. customto give crude product
7. customThe crude was purified by column chromatography over silica gel (pet. ether/ethylacetate, 8:2)