反应详情

温度

0 °C

In DMF (65 ml) was dissolved 6-fluoroindole (6.10 g, 45.1 mmol). Under stirring at 0° C., sodium hydride (60% in oil, 1.45 g, 36.3 mmol) was added in portions. After stirring at 0° C. for 30 minutes, methyl iodide (2.46 ml, 39.6 mmol) was added to the reaction mixture. The reaction mixture was stirred further at the same temperature for 2.5 hours. A saturated aqueous solution of ammonium chloride was added, followed by extraction with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and distilled under reduced pressure to remove the solvent. The residue was purified by chromatography on a silica gel column, whereby from n-hexane-ethyl acetate (5:1, v/v) eluate fractions, 6-fluoro-1-methylindole (6.71 g, 99%) was obtained as a yellow oil.

1. stirringAfter stirring at 0° C. for 30 minutes
2. stirringThe reaction mixture was stirred further at the same temperature for 2.5 hours
3. extractionfollowed by extraction with ethyl acetate
4. washThe extract was washed with saturated brine
5. dry with materialdried over anhydrous sodium sulfate
6. distillationdistilled under reduced pressure
7. customto remove the solvent
8. customThe residue was purified by chromatography on a silica gel column, whereby from n-hexane-ethyl acetate (5:1