反应详情

Boc-aminopropanol (2.04 mmol), felbinac (2.04 mmol) (manufactured by Aldrich Chem. Co.) and DMAP (0.41 mmol) were dissolved in dioxane (7 ml) and then a dioxane-dichloromethane (3:4) solution (7 ml) of WSCI.HCl (2.35 mmol) was added thereto under ice-cooling. The reaction solution was clarified by adding dimethylformamide (DMF) (3 ml) and then returned to room temperature, followed by stirring 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 (hexane:ethyl acetate=3:1, 0.5% triethylamine) to give the titled compound (623.0 mg, yield 83%). The structure was identified by 1H-NMR (CDCl3).

1. temperatureunder ice-cooling
2. customreturned to 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 (hexane:ethyl acetate=3:1, 0.5% triethylamine)