反应详情

To a suspension of sodium hydride (60% mineral oil: 1.20 g) in dimethylformamide (50 mL) was added 3-hydroxy-4-nitrobenzoic acid methyl ester (4.93 g) under ice-cooling, and the mixture was stirred at room temperature for 30 minutes. After addition of ethyl iodide (4.4 g), the solution was stirred at 60° C. overnight, cooled down to room temperature, poured into saturated aqueous ammonium chloride, and extracted with ethyl acetate-tetrahydrofuran. The organic layer was washed with saturated aqueous ammonium chloride and saturated brine, dried over sodium sulfate and concentrated to give a solid, which was washed with ethyl acetate-hexane to afford 3-ethoxy-4-nitrobenzoic acid methyl ester (3.30 g) as a pale yellow solid.

1. temperaturecooling
2. stirringthe solution was stirred at 60° C. overnight
3. temperaturecooled down to room temperature
4. extractionextracted with ethyl acetate-tetrahydrofuran
5. washThe organic layer was washed with saturated aqueous ammonium chloride and saturated brine
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated
8. customto give a solid, which
9. washwas washed with ethyl acetate-hexane