反应详情

A mixture of 3-fluoro-4-methylaniline (12.5 g), phthalic anhydride (17.8 g), triethylamine (27.9 ml) and chloroform (100 ml) was heated under reflux for 6 days and concentrated under reduced pressure. The residue was dissolved in ethyl acetate and washed successively with 2 N HCl and a saturated aqueous sodium chloride solution; the organic layer was then dried with anhydrous sodium sulfate and concentrated under reduced pressure. Subsequently, chloroform was added to the resulting residue and the insoluble matter was filtered off whereas the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent, chloroform methanol=98:2) to give 18.7 g of the titled compound (yield, 73%).

1. temperaturewas heated
2. temperatureunder reflux for 6 days
3. concentrationconcentrated under reduced pressure
4. dissolutionThe residue was dissolved in ethyl acetate
5. washwashed successively with 2 N HCl
6. dry with materialthe organic layer was then dried with anhydrous sodium sulfate
7. concentrationconcentrated under reduced pressure
8. additionSubsequently, chloroform was added to the resulting residue
9. filtrationthe insoluble matter was filtered off whereas the filtrate
10. concentrationwas concentrated under reduced pressure
11. customThe resulting residue was purified by silica gel column chromatography (eluent, chloroform methanol=98:2)