反应详情

To a suspension of 1-(5-formylfuran-2-yl)-1H-indole-3-carbonitrile (0.085 g) in methanol (4 mL) and tetrahydrofuran. (4 mL) were added silver oxide (0.1 g) and 2 mol/L aqueous sodium hydroxide solution (0.27 mL), this mixture was stirred at room temperature for 6 hours. The insoluble material of reaction mixture was removed by filtration, and the filtrate was concentrated under reduced pressure. To this residue were added water (15 mL) and 2 mol/L hydrochloric acid solution (2 mL), this mixture was extracted with ethyl acetate. This organic layer was washed with brine, dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1) to give the title compound (0.023 g).

1. customThe insoluble material of reaction mixture
2. customwas removed by filtration
3. concentrationthe filtrate was concentrated under reduced pressure
4. additionTo this residue were added water (15 mL) and 2 mol/L hydrochloric acid solution (2 mL)
5. extractionthis mixture was extracted with ethyl acetate
6. washThis organic layer was washed with brine
7. dry with materialdried over anhydrous magnesium sulfate
8. customThe solvent was removed under reduced pressure
9. customThe residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1)