反应详情

To a slurry of phenol (1.9 g, 20 mmol), K2CO3 (6.0 g, 40 mmol), and CuI (4 g, 20 mmol) in DMF (25 mL) was added N-methyl-3-bromobenzenesulfonamide (2.5 g, 10 mmol), and the resulting mixture was stirred at the reflux temp. overnight, cooled to room temp., and separated between EtOAc (50 mL) and a 1 N HCl solution (50 mL). The aqueous layer was back-extracted with EtOAc (2×50 mL). The combined organic phases were sequentially washed with water (2×50 mL) and a saturated NaCl solution (50 mL), dried (MgSO4), and concentrated under reduced pressure. The residual oil was purified by column chromatography (30% EtOAc/70% hexane) to give 4-(3-(N-methylsulfamoyl)phenyloxy)benzene (0.30 g).

1. temperatureovernight, cooled to room temp.
2. customseparated between EtOAc (50 mL)
3. extractionThe aqueous layer was back-extracted with EtOAc (2×50 mL)
4. washThe combined organic phases were sequentially washed with water (2×50 mL)
5. dry with materiala saturated NaCl solution (50 mL), dried (MgSO4)
6. concentrationconcentrated under reduced pressure
7. customThe residual oil was purified by column chromatography (30% EtOAc/70% hexane)