反应详情

A solution of 2,5-dibromoisonicotinic acid (1-1, 5 g, 17.80 mmol) and sulfuric acid (1.23 mL, 23.1 mmol) in ethanol (100 mL) was heated to reflux overnight. After reducing the volume of ethanol by rotary evaporation to approximately ¼ of it's original volume, the crude reaction mixture was partitioned between 2M sodium carbonate solution and EtOAc, separating layers and washing the organic layer with saturated sodium bicarbonate solution and brine. This solution was dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by normal phase column chromatography (0 to 50% EtOAc in hexanes) to afford the product (1-2) as a dark oil. ESI+MS [M]+C8H7Br2NO2=308.0.

1. temperatureto reflux overnight
2. customby rotary evaporation to approximately ¼ of it's original volume
3. customthe crude reaction mixture
4. customwas partitioned between 2M sodium carbonate solution and EtOAc
5. customseparating layers
6. washwashing the organic layer with saturated sodium bicarbonate solution and brine
7. dry with materialThis solution was dried over anhydrous sodium sulfate
8. filtrationfiltered
9. concentrationconcentrated
10. customThe residue was purified by normal phase column chromatography (0 to 50% EtOAc in hexanes)