반응 #47799

반응 방정식

compound

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

Selenium dioxide

→

titled compound

수율 61.0%

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

수율 61.0%

용매

1,4-dioxane

반응 조건

후처리

1. 1
   온도refluxed for 10 hrs
2. 2
   온도by cooling
3. 3
   세척The resulting mixture washed with 1M sodium bicarbonate
4. 4
   추출successively extracted with diethyl ether
5. 5
   기타The organic layer was separated
6. 6
   건조dried over anhydrous MgSO4
7. 7
   농축concentrated under a reduced pressure
8. 8
   기타The resulting residue was purified by flash chromatography

실험 절차

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.

출처