Reaktion #46164

Reaktionsgleichung

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

Ausbeute 99.0%

Lösungsmittel

benzene

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas adjusted to 0° C.
2. 2
   WaschenThe mixture was washed with brine
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   TrocknenThe separated organic layer was dried over anhydrous magnesium sulfate
5. 5
   Einengenconcentrated
6. 6
   Sonstigethe resulting residue was purified by column chromatography

Vorschrift

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%).

Quelle