反应详情

A mixture of 4-fluoro-1-nitrobenzene (16 mL, 150 mmol), ethyl 3-hydroxybenzoate 25 g, 150 mmol) and K2CO3 (41 g, 300 mmol) in DMF (125 mL) was heated at the reflux temp. overnight, cooled to room temp. and treated with water (250 mL). The resulting mixture was extracted with EtOAc (3×150 mL). The combined organic phases were sequentially washed with water (3×100 mL) and a saturated NaCl solution (2×100 mL), dried (Na2SO4) and concentrated under reduced pressure. The residue was purified by column chromatography (10% EtOAc/90% hexane) to afford 4-(3-ethoxycarbonylphenoxy)-1-nitrobenzene as an oil (38 g).

1. temperaturewas heated at the reflux temp
2. temperatureovernight, cooled to room temp.
3. extractionThe resulting mixture was extracted with EtOAc (3×150 mL)
4. washThe combined organic phases were sequentially washed with water (3×100 mL)
5. dry with materiala saturated NaCl solution (2×100 mL), dried (Na2SO4)
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by column chromatography (10% EtOAc/90% hexane)