反应详情

A mixture of 6-fluoro-3-methyl-1,2-benzisoxazole (23.5 g, 0.156 mol) in concentrated sulfuric acid is cooled with an ice-bath, treated dropwise with 90% nitric acid (8.50 mL) while maintaining the reaction mixture temperature below 15° C., stirred for one hour at ice-bath temperature, treated with additional 90% nitric acid (5.80 mL), warmed to and stirred at room temperature overnight, and poured onto ice. The resultant aqueous mixture is filtered to obtain a solid. The solid is air-dried and dissolved in methylene chloride. The resultant organic solution is dried over anhydrous magnesium sulfate, diluted with hexanes, and filtered to give the title product as a purple solid which is identified by 1H NMR spectral analysis.

1. temperatureis cooled with an ice-bath
2. temperaturewhile maintaining the reaction mixture temperature below 15° C.
3. temperaturewarmed to and
4. stirringstirred at room temperature overnight
5. additionpoured onto ice
6. filtrationThe resultant aqueous mixture is filtered
7. customto obtain a solid
8. customThe solid is air-dried
9. dissolutiondissolved in methylene chloride
10. dry with materialThe resultant organic solution is dried over anhydrous magnesium sulfate
11. additiondiluted with hexanes
12. filtrationfiltered