反应详情

温度

100 °C

To a suspension of 7,8-dihydroquinoline-2,5(1H,6H)-dione (1.5 g, 9.19 mmol) in acetonitrile (22 mL) was added dropwise phosphorous oxychloride (1.714 mL, 18.39 mmol). The resulting solution was heated to 100° C. and stirred for 2 h. The reaction was cooled to RT and poured into ice-cold water. After basifying the mixture with 2 M sodium hydroxide solution it was extracted with ethyl acetate (3×). After each extraction the pH of the aqueous phase was checked and if necessary adjusted by adding 1 M sodium hydroxide solution. The combined organic layers were dried over sodium sulfate, filtered, and evaporated to dryness. The crude was purified by flash chromatography (silica gel, cyclohexane/ethyl acetate) yielding a colourless solid. Amount 1.23 g. Yield 74%.

1. temperatureThe reaction was cooled to RT
2. additionpoured into ice-cold water
3. extractionwas extracted with ethyl acetate (3×)
4. extractionAfter each extraction the pH of the aqueous phase
5. additionby adding 1 M sodium hydroxide solution
6. dry with materialThe combined organic layers were dried over sodium sulfate
7. filtrationfiltered
8. customevaporated to dryness
9. customThe crude was purified by flash chromatography (silica gel, cyclohexane/ethyl acetate)
10. customyielding a colourless solid