反应详情

A solution of 1-ethylsulfanyl-2-(5-nitro-6-trifluoromethyl-1H-indol-2-yl)-propan-2-ol (0.35 g, 1.0 mmol) in ethanol. (20 mL) was prepared. To the solution was then added saturated ammonium chloride solution (20 mL). Indium was added (1.15 g, 10 mmol) and the reaction heated to reflux. After one-half hour the reaction was complete. The reaction mixture was filtered through Celite and the Celite washed with water and diethyl ether. The layers were separated and the aqueous layer extracted with diethyl ether. The organic layers were dried over magnesium sulfate, filtered, and evaporated to yield a residue. The residue was dissolved in dichloromethane and purified by column chromatography eluting with 1:1 diethyl ether/hexanes to yield the title compound as a solid.

1. custom(20 mL) was prepared
2. temperaturethe reaction heated to reflux
3. waitAfter one-half hour the reaction was complete
4. filtrationThe reaction mixture was filtered through Celite
5. washthe Celite washed with water and diethyl ether
6. customThe layers were separated
7. extractionthe aqueous layer extracted with diethyl ether
8. dry with materialThe organic layers were dried over magnesium sulfate
9. filtrationfiltered
10. customevaporated
11. customto yield a residue
12. custompurified by column chromatography
13. washeluting with 1:1 diethyl ether/hexanes