反应详情

60% sodium hydride (70 mg) was added to an N,N-dimethylformamide solution (10 ml) of 4-(2-chloro-4-nitroimidazol-1-yl)-1-{4-[4-(4-trifluoromethoxyphenoxy)piperidin-1-yl]phenoxy}butan-2-ol (0.9 g) under ice cooling, and the mixture was stirred at room temperature for 3 days. A saturated ammonium chloride aqueous solution was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution and dried over sodium sulfate. After filtering, the filtrate was concentrated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (methylene chloride:ethyl acetate=8:2→methylene chloride:ethyl acetate=2:8) and recrystallized from methylene chloride-ethyl acetate-isopropyl ether to afford the title compound as a pale yellow powder (158 mg).

1. extractionfollowed by extraction with ethyl acetate
2. washThe organic layer was washed with a saturated sodium chloride aqueous solution
3. dry with materialdried over sodium sulfate
4. filtrationAfter filtering
5. concentrationthe filtrate was concentrated under reduced pressure
6. customThe residue thus obtained
7. customwas purified by silica gel column chromatography (methylene chloride:ethyl acetate=8:2→methylene chloride:ethyl acetate=2:8)
8. customrecrystallized from methylene chloride-ethyl acetate-isopropyl ether