反应详情

A mixture of 3,5-diisopropyl-4-(2-morpholin-4-ylethoxy)-benzaldehyde (0.4 g), 5-bromo-2-oxindole (0.27 g) and pyrrolidine (0.5 ml) in ethanol (2 ml) was held in a sealed tube at 100° C. for 12 hours. The mixture was then added to 1N hydrochloric acid (100 ml) and the solids removed by filtration and washed with more water (50 ml). The solids were then dissolved in ethyl acetate (200 ml), the solution washed with 1N hydrochloric acid (75 ml) and brine (75 ml), dried with magnesium sulfate and concentrated. The crude solid was chromatographed (silica, 4:4:1 dichloromethane:hexanes:methanol) to give 80 mg (13%) of 5-bromo-3-[3,5-diisopropyl-4-(2-morpholin-4-ylethoxy)-benzylidene]-1,3-dihydroindol-2-one as a reddish-brown solid.

1. customthe solids removed by filtration
2. washwashed with more water (50 ml)
3. dissolutionThe solids were then dissolved in ethyl acetate (200 ml)
4. washthe solution washed with 1N hydrochloric acid (75 ml) and brine (75 ml)
5. dry with materialdried with magnesium sulfate
6. concentrationconcentrated
7. customThe crude solid was chromatographed (silica, 4:4:1 dichloromethane:hexanes:methanol)