反应详情

温度

155 °C

p-Toluenesulfonic acid (2 mg, 0.16 mmol) and acetonylacetone (2.14 g, 18.7 mmol) were added sequentially to a solution of 2-aminophenylacetonitrile (2.06 g, 15.6 mmol) in toluene (30 mL). The reaction mixture was heated in an oil bath at 155° C. for 1 hour and then allowed to stand at ambient temperature overnight. Acetonylacetone (0.5 mL) and a small amount of p-toluenesulfonic acid were added and the reaction mixture was heated at reflux for 4 hours. The toluene layer was washed sequentially with saturated sodium bicarbonate and water (×2), dried over magnesium sulfate, filtered, and then concentrated under reduced pressure to a dark oil. The oil was purified by prep HPLC (AnaLogix, eluted with a gradient of 10-30% ethyl acetate in hexanes) to provide 3.35 g of 2-(2,5-dimethylpyrrol-1-yl)phenylacetonitrile as a pale brown oil.

1. temperaturethe reaction mixture was heated
2. temperatureat reflux for 4 hours
3. washThe toluene layer was washed sequentially with saturated sodium bicarbonate and water (×2)
4. dry with materialdried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure to a dark oil
7. customThe oil was purified by prep HPLC (AnaLogix
8. washeluted with a gradient of 10-30% ethyl acetate in hexanes)