Reaktion #46159

Reaktionsgleichung

5,6-Methylenedioxy-3-phenyl-1H-indene-2-carboxylate ethyl ester

Selenium dioxide

→

5,6-methylenedioxy-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester

Ausbeute 70.0%

Lösungsmittel

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was refluxed
2. 2
   Temperaturby cooling
3. 3
   SonstigeThe solution obtained
4. 4
   Filtrationafter filtering residual solid selenium dioxide
5. 5
   Extraktionextracted with ether/water
6. 6
   TrocknenThe extract was dried over anhydrous magnesium sulfate
7. 7
   Einengenconcentrated
8. 8
   Sonstigethe resulting residue was purified by column chromatography

Vorschrift

5,6-Methylenedioxy-3-phenyl-1H-indene-2-carboxylate ethyl ester (3 g, 9.73 mmol) was dissolved in 1,4-dioxane. Selenium dioxide (10.8 g, 97.3 mmol) was added thereto and the reaction mixture was refluxed while stirring for 1 day, followed by cooling. The solution obtained after filtering residual solid selenium dioxide was combined with 1M sodium bicarbonate, and extracted with ether/water. The extract was dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography to obtain 5,6-methylenedioxy-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester (2.18 g, yield 70%).

Quelle