Реакция #52659

Уравнение реакции

water

5-(2-chloroethyl)-2-oxindole

morpholine

diisopropylethylamine

→

5-(2-morpholin-4-yl-ethyl)-2-oxindole

Выход 31.0%

Растворители

dimethylsulfoxide

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was cooled
2. 2
   Экстракцияextracted with ethyl acetate
3. 3
   ПромывкаThe organic layer was washed with brine
4. 4
   Другоеdried
5. 5
   Другоеevaporated
6. 6
   ДругоеThe residue was chromatographed (silica gel, 5% methanol in chloroform)

Методика

A solution of 5-(2-chloroethyl)-2-oxindole (2.3 g), morpholine (1.2 ml) and diisopropylethylamine (1.2 ml) in dimethylsulfoxide (10 ml) was heated overnight at 100° C. The mixture was cooled, poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried and evaporated. The residue was chromatographed (silica gel, 5% methanol in chloroform) to give 0.9 g (31%) of 5-(2-morpholin-4-yl-ethyl)-2-oxindole as a white solid.

Источник