反应详情

Add potassium tert-butoxide (4.1 ml, 4.1 mmol, 1M in tetrahydrofuran) to a suspension of 2-[1-(3-hydroxypropyl)-1H-indol-3-yl]acetamide (0.32 g, 1.38 mmol) and (1-methyl-1H-indol-4-yl)oxoacetic acid methyl ester (0.30 g, 1.38 mmol) in dimethylformamide (10 ml). Stir the reaction at room temperature for 12 hours, quench with 1N HCl, and extract into ethyl acetate. Wash the organic extract with 5% aqueous lithium chloride and saturated aqueous sodium chloride, dry over magnesium sulfate, filter, and concentrate under reduced pressure. Chromatograph on flash silica using a gradient from neat hexanes to 100% ethyl acetate:hexane to obtain the title compound (0.3 g, 54%) as a red solid. ES(M++1)400.2 ES(M−−1)398.6.

1. customthe reaction at room temperature for 12 hours
2. customquench with 1N HCl
3. extractionextract into ethyl acetate
4. washWash the
5. extractionorganic extract with 5% aqueous lithium chloride and saturated aqueous sodium chloride
6. dry with materialdry over magnesium sulfate
7. filtrationfilter
8. concentrationconcentrate under reduced pressure