反应详情

In 3 ml of dichloromethane, 338.4 mg (1.94 mmol) of tert-butyl N-(2-aminopropyl)carbamic acid (manufactured by Tokyo Kasei Kogyo) and 694.4 mg (2.34 mmol) of diclofenac were dissolved, and under ice-cooling, 59.0 mg (0.483 mmol) of DMAP and 505.3 mg (2.64 mmol) of WSCI.HCl were added thereto, followed by stirring for 70 minutes and then stirred at room temperature for 90 minutes. Ethyl acetate was added thereto, followed by separation by washing with 5% aqueous citric acid solution, 5% aqueous sodium hydrogen carbonate solution and saturated brine consecutively. After dehydration with sodium sulfate, ethyl acetate was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to give 835.5 g (95%) of the titled compound. The structure was identified by 1H-NMR.

1. temperatureunder ice-cooling
2. stirringstirred at room temperature for 90 minutes
3. customfollowed by separation
4. washby washing with 5% aqueous citric acid solution, 5% aqueous sodium hydrogen carbonate solution and saturated brine consecutively
5. customAfter dehydration with sodium sulfate, ethyl acetate was evaporated under reduced pressure
6. customThe resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1)