反应详情

3-(3,4-Dimethoxy-phenyl)-indole 22 (70 mg, 0.28 mmol) was dissolved in methylene chloride (5.0 mL). Tetra-N-butylammonium bromide (3 mg, 0.01 mmol) and aqueous potassium hydroxide (50% wt/vol, 500 μL) were added. The reaction mixture was stirred for 5 minutes. 8-quinoline-sulfonyl chloride (89.5 mg, 0.39 mmol) was added and the reaction mixture was stirred for 2 hours. The product was extracted with 2 N lithium hydroxide and methylene chloride. The organic portion was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated and purified by flash chromatography (ethyl acetate:hexanes 0%-50%). The appropriate fractions were combined and concentrated to provide 21, (76.1 mg, 90%). MS(ESI) [M+H+]+=445.0.

1. stirringthe reaction mixture was stirred for 2 hours
2. extractionThe product was extracted with 2 N lithium hydroxide and methylene chloride
3. dry with materialThe organic portion was dried over anhydrous magnesium sulfate
4. filtrationfiltered
5. concentrationThe filtrate was concentrated
6. custompurified by flash chromatography (ethyl acetate:hexanes 0%-50%)
7. concentrationconcentrated