反应详情

To a mixture of 2-methyl-5-[3-[4-[2-(methylthio)ethoxy]phenyl]-1-benzofuran-5-yl]-1,3,4-oxadiazole (186 mg, 0.51 mmol), N,N-dimethylacetamide (2.5 mL) and acetonitrile (2.5 mL) was added m-chloroperbenzoic acid (122 mg, 0.51 mmol) at room temperature, and the resulting mixture was stirred for 2 hr. A saturated aqueous sodium thiosulfate solution was added to the reaction mixture, and the mixture was stirred for 30 min and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (hexane/ethyl acetate=10/1-0/1) and recrystallized from hexane/ethyl acetate to give the title compound (53.0 mg, yield 27%) as colorless crystals.

1. stirringthe mixture was stirred for 30 min
2. extractionextracted with ethyl acetate
3. washThe organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
4. dry with materialdried over anhydrous magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. customThe residue was purified by basic silica gel column chromatography (hexane/ethyl acetate=10/1-0/1)
7. customrecrystallized from hexane/ethyl acetate