反应详情

Phosphorous oxychloride (4.77 g, 2.9 mL, 31.0 mmol, 2.2 eq) was added to a suspension of 44a (5.37 g, 14.1 mmol, 1.0 eq) in acetonitrile (100 mL) resulting in the formation of a clear solution. The mixture was heated at reflux for 3.5 h. The resulting yellow solution was cooled to rt and concentrated under reduced pressure to a thick yellow oil. The oil was dissolved in methanol (10 mL) and water (100 mL) was added slowly with stirring. After several minutes, a thick suspension formed. The mixture was made alkaline by the slow addition of saturated sodium bicarbonate solution, adding water (˜100 mL) to facilitate stirring. The thick white suspension was extracted with ethyl acetate (1×200 mL, 1×100 mL). The combined organic solution was washed with brine (100 mL), dried over sodium sulfate, filtered and the filtrate concentrated under reduced pressure to give 5.12 g (100%) of 45a as an off-white solid.

1. customresulting in the formation of a clear solution
2. temperatureThe mixture was heated
3. temperatureat reflux for 3.5 h
4. concentrationconcentrated under reduced pressure to a thick yellow oil
5. dissolutionThe oil was dissolved in methanol (10 mL)
6. additionwater (100 mL) was added slowly
7. waitAfter several minutes
8. customa thick suspension formed
9. stirringto facilitate stirring
10. extractionThe thick white suspension was extracted with ethyl acetate (1×200 mL, 1×100 mL)
11. washThe combined organic solution was washed with brine (100 mL)
12. dry with materialdried over sodium sulfate
13. filtrationfiltered
14. concentrationthe filtrate concentrated under reduced pressure