反应详情

2-[(2-Methoxyethyl)oxy]-6-methyl-4-methylsulfinyl-3-nitropyridine (1.73 g, 6.31 mmol) was dissolved in 2,2,2-trifluoroethanol (15 mL). Sodium hydride (55% in oil, 600 mg, 13.75 mmol) was added to the solution, followed by refluxing for one hour. The resultant solution was allowed to stand for cooling. Subsequently, the solution was extracted with chloroform-water. The organic layer was washed with saturated brine, followed by drying over sodium sulfate anhydrate and concentration under reduced pressure. The obtained residue was purified through silica gel column chromatography (eluent: n-hexane/ethyl acetate=5/1→n-hexane/ethyl acetate=3/1), to thereby yield 2-[(2-methoxyethyl)oxy]-6-methyl-3-nitro-4-[(2,2,2-trifluoroethyl)oxy]pyridine as a pale yellow solid (1.77 g, 91%).

1. temperatureby refluxing for one hour
2. temperaturefor cooling
3. extractionSubsequently, the solution was extracted with chloroform-water
4. washThe organic layer was washed with saturated brine
5. dry with materialby drying over sodium sulfate anhydrate and concentration under reduced pressure
6. customThe obtained residue was purified through silica gel column chromatography (eluent: n-hexane/ethyl acetate=5/1→n-hexane/ethyl acetate=3/1)