反应详情

Boc-aminopropanol (2.18 mmol), fenbufen (2.18 mmol) (manufactured by ICN Biochemicals Inc.) and DMAP (0.44 mmol) were dissolved in DMF-dichloromethane (5:3, 8 ml), and dichloromethane solution (5 ml) of WSCI.HCl (2.48 mmol) was added thereto under ice-cooling. After gradually returning the reaction temperature to room temperature, the mixture was stirred overnight. 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 drying with sodium sulfate, the solvent was evaporated under reduced pressure. The thus obtained residue was purified by silica gel column chromatography (chloroform:ethyl acetate=40:1, 0.5% triethylamine) to give the titled compound (747.8 mg, yield 83%). The structure was identified by 1H-NMR (CDCl3).

1. temperatureunder ice-cooling
2. customto room temperature
3. customfollowed by separation
4. washby washing with 5% aqueous citric acid solution, 5% aqueous sodium hydrogen carbonate solution and saturated brine consecutively
5. dry with materialAfter dehydration drying with sodium sulfate
6. customthe solvent was evaporated under reduced pressure
7. customThe thus obtained residue was purified by silica gel column chromatography (chloroform:ethyl acetate=40:1, 0.5% triethylamine)