反应详情

To a solution of 4.10 g (3.28 mmol) of 4-fluoro-3-methylaniline in 30 mL of acetonitrile was added 7.64 g (3.93 mmol) of 4-methanesulfonyloxyheptane, and 3.4 g (4.1 mmol) of NaHCO3(s). The mixture was stirred at reflux for 24 hours, then poured into 150 mL of H2O and extracted with diethyl ether (2×30 mL). The combined ether layers were back extracted with brine (1×30 mL), dried over MgSO4, filtered, and concentrated to an oil. This was purified via silica gel chromatography, eluting with 97.5:2.5 hexanes:ethyl acetate, to give 2.56 g (35%) of a pale yellow oil.

1. temperatureat reflux for 24 hours
2. extractionextracted with diethyl ether (2×30 mL)
3. extractionThe combined ether layers were back extracted with brine (1×30 mL)
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated to an oil
7. customThis was purified via silica gel chromatography
8. washeluting with 97.5:2.5 hexanes