反应详情

温度

70 °C

To a sealed tube was added 5-bromo-2-chloro-3-methylpyridine 86-4 (4.69 g, 22.72 mmol), 0.5 M (2-tert-butoxy-2-oxoethyl) zinc(II) chloride in ether 86-5 (50 mL, 25 mmol), Pd(dba)2 (262 mg, 0.45 mmol), Q-phos (320 mg, 0.45 mmol), and THF (75 mL). The reaction mixture was bubbled with nitrogen for 1 minute and stirred at 70° C. for 4 hours. After cooling to room temperature, all the solvents were evaporated and the residue was redissolved in ethyl acetate, washed with water and brine, dried over Na2SO4 and concentrated to dryness by rotary evaporation. The crude product was purified by silica gel flash chromatography and eluted with 20% ethyl acetate in hexane to give tert-butyl 2-(6-chloro-5-methylpyridin-3-yl)acetate 86-6 as red oil. MS m/z 242.1 (M+1)

1. customThe reaction mixture was bubbled with nitrogen for 1 minute
2. temperatureAfter cooling to room temperature
3. customall the solvents were evaporated
4. dissolutionthe residue was redissolved in ethyl acetate
5. washwashed with water and brine
6. dry with materialdried over Na2SO4
7. concentrationconcentrated to dryness by rotary evaporation
8. customThe crude product was purified by silica gel flash chromatography
9. washeluted with 20% ethyl acetate in hexane