反应 #52656

反应方程式

hydrochloric acid

3,5-diisopropyl-4-(2-morpholin-4-ylethoxy)-benzaldehyde

5-chloro-2-oxindole

pyrrolidine

→

5-chloro-3-[3,5-diisopropyl-4-(2-morpholin-4-ylethoxy)-benzylidene]-1,3-dihydroindol-2-one

收率 10.2%

溶剂

ethanol

反应条件

后处理

1. 1
   过滤the solid which remained were filtered
2. 2
   洗涤washed with more water (50 ml)
3. 3
   workup.DISSOLUTIONThe solid was then dissolved in ethyl acetate (200 ml)
4. 4
   干燥the solution dried over magnesium sulfate
5. 5
   过滤filtered
6. 6
   浓缩concentrated
7. 7
   其他The solid which remained was chromatographed (silica, 4/4/1 dichloromethane/hexanes/methanol)

实验过程

A mixture of 3,5-diisopropyl-4-(2-morpholin-4-ylethoxy)-benzaldehyde (0.4 g, 1.26 mmol), 5-chloro-2-oxindole (0.21 g, 1.26 mmol) and pyrrolidine (0.5 ml, 6.3 mmol) in ethanol (2 ml) was held in sealed tube at 100° C. for 12 hours. The mixture was then poured into 1N hydrochloric acid (100 ml) and the solid which remained were filtered and washed with more water (50 ml). The solid was then dissolved in ethyl acetate (200 ml), the solution dried over magnesium sulfate, filtered and then concentrated. The solid which remained was chromatographed (silica, 4/4/1 dichloromethane/hexanes/methanol) to give 60 mg (10%) of 5-chloro-3-[3,5-diisopropyl-4-(2-morpholin-4-ylethoxy)-benzylidene]-1,3-dihydroindol-2-one as a brownish-orange solid.

来源