反应详情

Potassium carbonate (20.18 g; 146.00 mmol) is added to a solution of p-toluenesulfonamide (5.00 g; 29.20 mmol) and 1-bromotetradecane (21.70 ml; 73.00 mmol) in dimethylformamide (75 ml). The suspension is stirred for 20 h at reflux; the reaction medium is then cooled to room temperature, diluted with ether (100 ml) and filtered. The filtrate is washed with water (50 ml) and the aqueous phase is extracted with ether (100 ml). The combined organic phases are dried over sodium sulfate, filtered and concentrated under reduced pressure to give a white solid which is purified by chromatography on a column of silica gel (eluent: 40/60 dichloromethane/hexane) to give N,N-ditetradecyl-p-toluenesulfonamide (15.86 g; 96%) in the form of a white solid.

1. temperatureat reflux
2. filtrationfiltered
3. washThe filtrate is washed with water (50 ml)
4. extractionthe aqueous phase is extracted with ether (100 ml)
5. dry with materialThe combined organic phases are dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customto give a white solid which
9. customis purified by chromatography on a column of silica gel (eluent: 40/60 dichloromethane/hexane)