Реакция #47799

Уравнение реакции

compound

6-hydroxy-3-phenyl-1H-indene-2-carboxylic Acid Ethyl Ester

Selenium dioxide

→

titled compound

Выход 61.0%

6-hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic Acid Ethyl Ester

Выход 61.0%

Растворители

1,4-dioxane

Условия реакции

Обработка

1. 1
   Температураrefluxed for 10 hrs
2. 2
   Температураby cooling
3. 3
   ПромывкаThe resulting mixture washed with 1M sodium bicarbonate
4. 4
   Экстракцияsuccessively extracted with diethyl ether
5. 5
   ДругоеThe organic layer was separated
6. 6
   Сушкаdried over anhydrous MgSO4
7. 7
   Концентрированиеconcentrated under a reduced pressure
8. 8
   ДругоеThe resulting residue was purified by flash chromatography

Методика

The compound (16.00 g, 57.07 mmol) obtained in Step 2 was dissolved in 1,4-dioxane. Selenium dioxide (63.33 g, 570.07 mmol) was added thereto and refluxed for 10 hrs, followed by cooling. The resulting mixture washed with 1M sodium bicarbonate, and successively extracted with diethyl ether. The organic layer was separated, dried over anhydrous MgSO4, and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 10.198 g of the titled compound (yield: 61%) as a red solid.

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