反应详情

To 1-(3-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)ethanol (Preparation 125A 0.44 g, 1.032 mmol) in dichloromethane (5 mL) was added Dess-Martin Periodinane (0.481 g, 1.135 mmol) in batches, over 2 min. at room temperature. The reaction mixture was stirred at room temperature for 1.5 h. A 1:1 mixture of saturated aqueous sodium thiosulfate and saturated aqueous bicarbonate (3.6 mL) was added slowly to the reaction mixture at room temperature and the contents stirred for 15 min. The organic layer was separated and the aqueous layer was extracted with dichloromethane (2×10 mL). The combined organic layers were dried over sodium sulfate, filtered through a pad of Celite and concentrated under reduce pressure to yield 1-(3-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)ethanone (0.415 g, 0.978 mmol, 95% yield) as a tan colored solid. LC/MS M+1=425.

1. additionwas added slowly to the reaction mixture at room temperature
2. stirringthe contents stirred for 15 min
3. customThe organic layer was separated
4. extractionthe aqueous layer was extracted with dichloromethane (2×10 mL)
5. dry with materialThe combined organic layers were dried over sodium sulfate
6. filtrationfiltered through a pad of Celite
7. concentrationconcentrated