反应详情

温度

40 °C

The crude product from Step 3 was dissolved in DMF (7 ml) and to this solution was added sodium hydride (60% in oil, 0.353 g, 8.82 mmole) in portions under a nitrogen atmosphere. After the initial bubbling subsided, the temperature was raised to 40° C. and left at that temperature overnight. Tlc analysis of the reaction mixture showed the presence of starting material and thus the temperature was raised to 60° C. and heated another 24 h. After cooling the reaction mixture was partitioned between 1.5 M HCl and ethyl acetate. The organic layer was separated and washed with bicarbonate solution, and then with brine. After drying over magnesium sulfate and filtration, the solvent was removed under reduced pressure to afford 0.547 g of the crude product. Purification by column chromatography (silica gel, 5:95 ethyl acetate:methylene chloride) afforded 0.437 g of the pure 1H-Indole-3-sulfonic acid dimethylamide (66% yield).

1. customAfter the initial bubbling
2. temperaturethus the temperature was raised to 60° C.
3. temperatureheated another 24 h
4. temperatureAfter cooling the reaction mixture
5. customwas partitioned between 1.5 M HCl and ethyl acetate
6. customThe organic layer was separated
7. washwashed with bicarbonate solution
8. dry with materialAfter drying over magnesium sulfate and filtration
9. customthe solvent was removed under reduced pressure
10. customto afford 0.547 g of the crude product
11. customPurification by column chromatography (silica gel, 5:95 ethyl acetate:methylene chloride)