Реакция #46164

Уравнение реакции

diisopropyl azodicarboxylate

hydroxyethylmorpholine

triphenyl phosphine

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylate isopropyl amide

→

6-(2-morpholine-4-yl ethoxy)-1-oxo-3-phenyl-1H-indene-2-carboxylate isopropyl amide

Выход 99.0%

Растворители

benzene

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Другоеwas adjusted to 0° C.
2. 2
   ПромывкаThe mixture was washed with brine
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   СушкаThe separated organic layer was dried over anhydrous magnesium sulfate
5. 5
   Концентрированиеconcentrated
6. 6
   Другоеthe resulting residue was purified by column chromatography

Методика

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylate isopropyl amide (7.0 g, 22.78 mmol) was dissolved in tetrahydrofuran:benzene (150 ml:50 ml). Then, hydroxyethylmorpholine (3.59 g, 27.33 mmol) and triphenyl phosphine (7.17 g, 27.33 mmol) were added thereto. When the temperature was adjusted to 0° C., diisopropyl azodicarboxylate (5.53 g, 27.33 mmol) was added dropwise to the mixture followed by stirring for 2 hours at room temperature. The mixture was washed with brine and extracted with ethyl acetate. The separated organic layer was dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography to obtain 6-(2-morpholine-4-yl ethoxy)-1-oxo-3-phenyl-1H-indene-2-carboxylate isopropyl amide (9.5 g, yield 99%).

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