反应详情

温度

130 °C

Copper cyanide (11.9 g, 133 mmol) was added to an N,N-dimethylformamide (240 ml) solution of 5-fluoro-2-iodo-1-methyl-3-nitrobenzene (I-262) (34.0 g, crude product), followed by heating at 130° C. for 3.5 hours. After cooling, the insoluble matter was removed by filtration under suction, water was added to the filtrate, and the precipitated insoluble matter was removed by filtration through Celite under suction. The filtrate was extracted with ethyl acetate, the organic layer was washed with saturated brine, then dried over anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, then the residue was subjected to column chromatography, and eluted with a mixed solvent of n-hexane/ethyl acetate (3:1, v/v) to obtain the entitled compound (17.6 g, 81% from I-235) as a red brown solid.

1. temperatureAfter cooling
2. customthe insoluble matter was removed by filtration under suction, water
3. additionwas added to the filtrate
4. customthe precipitated insoluble matter was removed by filtration through Celite under suction
5. extractionThe filtrate was extracted with ethyl acetate
6. washthe organic layer was washed with saturated brine
7. dry with materialdried over anhydrous sodium sulfate
8. customThe solvent was evaporated away under reduced pressure
9. washeluted with a mixed solvent of n-hexane/ethyl acetate (3:1
10. customv/v) to obtain the entitled compound (17.6 g, 81% from I-235) as a red brown solid