反应详情

温度

60 °C

Methyl 1H-indole-2-carboxylate (0.67 g), cesium carbonate (1.9 g) and 4-methoxybutyl methanesulfonate (0.70 g) were suspended in DMA (20 ml), and the suspension was stirred at 60° C. for 4 hr. The reaction mixture was concentrated under reduced pressure, the residue was diluted with water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was subjected to silica gel chromatography, and a fraction eluted with ethyl acetate-hexane (0:10-4:6) was concentrated under reduced pressure. The obtained residue was dissolved in methanol (10 ml), 4N aqueous sodium hydroxide solution (5 ml) was added, and the mixture was heated at 80° C. for 2 hr. The mixture was allowed to cool to room temperature, acidified with 1N aqueous hydrochloric acid and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the object product (0.77 g).

1. concentrationThe reaction mixture was concentrated under reduced pressure
2. additionthe residue was diluted with water
3. extractionthe mixture was extracted with ethyl acetate
4. washThe extract was washed with saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. concentrationconcentrated under reduced pressure
7. washa fraction eluted with ethyl acetate-hexane (0:10-4:6)
8. concentrationwas concentrated under reduced pressure
9. dissolutionThe obtained residue was dissolved in methanol (10 ml)
10. addition4N aqueous sodium hydroxide solution (5 ml) was added
11. temperaturethe mixture was heated at 80° C. for 2 hr
12. temperatureto cool to room temperature
13. extractionextracted with ethyl acetate
14. washThe extract was washed with saturated brine
15. dry with materialdried over anhydrous magnesium sulfate
16. concentrationconcentrated under reduced pressure