Реакция #47800

Уравнение реакции

6-Methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

selenium dioxide

→

titled compound

Выход 72.3%

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

Выход 72.3%

Растворители

1,4-dioxane

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was refluxed for 24 hrs
2. 2
   Температураcooled
3. 3
   Промывкаwashed with 1M sodium bicarbonate
4. 4
   Экстракцияextracted 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

6-Methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (1 g, 3.39 mmol) prepared in Preparation Example 1 was dissolved in 1,4-dioxane and selenium dioxide (5.65 g, 50.96 mmol) was added thereto. The mixture was refluxed for 24 hrs, cooled, washed with 1M sodium bicarbonate, and 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 756 mg of the titled compound (yield: 72%) as a red solid.

Источник