反应详情

4-Azidobenzoic acid (1.62 g, 9.70 mmol), HOBt (662 mg, 5.15 mmol, 0.5 eq.) and 2-bromoethylamine hydrobromide (2.43 g, 11.6 mmol, 1.2 eq.) were dissolved in DMF (20 ml), WSC (2.28 g, 11.6 mmol, 1.2 eq.) was added, triethylamine (1.62 ml, 11.6 mmol, 1.2 eq.) was added, and the mixture was stirred at room temperature for 2.5 hr. The reaction mixture was diluted with ethyl acetate (70 ml) and hexane (30 ml) and washed with 2% aqueous sodium carbonate solution, saturated aqueous sodium hydrogen carbonate solution, 10% aqueous sodium chloride solution and saturated brine. The aqueous layers were each extracted with ethyl acetate-hexane (2:1, 75 ml). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated at 30° C. or below to give the title compound as a pale-brown solid (2.0 g).

1. washwashed with 2% aqueous sodium carbonate solution, saturated aqueous sodium hydrogen carbonate solution, 10% aqueous sodium chloride solution and saturated brine
2. extractioneach extracted with ethyl acetate-hexane (2:1, 75 ml)
3. dry with materialdried over anhydrous sodium sulfate
4. concentrationconcentrated at 30° C. or below