反应详情

After ice-cooling 5 ml of DMF solution containing 2.287 g (10.2 mmol) of the Boc-aminoethyl bromide obtained in Reference Example 5, 6 ml of DMF solution containing 3.255 g (10.2 mmol) of diclofenac sodium was added thereto, followed by stirring at room temperature overnight. The mixture was stirred at 60° C. for 11 hours and then stirred at room temperature overnight. Ethyl acetate was added thereto, and separation by washing with 5% aqueous sodium hydrogen carbonate solution, water and saturated brine consecutively was carried. After dehydration with sodium sulfate, ethyl acetate was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (toluene:ethyl acetate=20:1, 0.5% triethylamine) to give 2.675 g (60%) of the titled compound. The structure was identified by 1H-NMR.

1. additionwas added
2. stirringThe mixture was stirred at 60° C. for 11 hours
3. stirringstirred at room temperature overnight
4. customseparation
5. washby washing with 5% aqueous sodium hydrogen carbonate solution, water and saturated brine
6. customAfter dehydration with sodium sulfate, ethyl acetate was evaporated under reduced pressure
7. customThe resulting residue was purified by silica gel column chromatography (toluene:ethyl acetate=20:1, 0.5% triethylamine)