反応 #47800

反応方程式

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

selenium dioxide

→

titled compound

収率 72.3%

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

収率 72.3%

溶媒

1,4-dioxane

反応条件

後処理

1. 1
   温度The mixture was refluxed for 24 hrs
2. 2
   温度cooled
3. 3
   洗浄washed with 1M sodium bicarbonate
4. 4
   抽出extracted with diethyl ether
5. 5
   その他The organic layer was separated
6. 6
   乾燥dried over anhydrous MgSO4
7. 7
   濃縮concentrated under a reduced pressure
8. 8
   その他The resulting residue was purified by flash chromatography

実験手順

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.

出典