反应详情

温度

0 °C

A solution of iodine (2.27 g) in THF (27.9 mL) was added dropwise to a mixture of sodium borohydride (818 mg) in dry THF (45 mL) at 0° C. over the course of 40 min. Subsequently, at this temperature, a solution of 3-benzyl-3-azabicyclo[3.1.0]hexane-2,4-dione (750 mg) in THF (11.1 mL) was added dropwise. The reaction mixture was then heated under reflux for 6 h. The mixture was cooled to 0° C. and 3N HCl was cautiously added. The reaction solution was then neutralized with 2N sodium hydroxide solution. The aqueous phase was extracted three times with ethyl acetate. The combined organic phases were dried over sodium sulfate and the solvent was removed in vacuo. The crude product was purified by preparative HPLC. The product with the molecular weight of 173.12 (C12H15N) was obtained in this way; MS (ESI): 174 (M+H+).

1. temperatureThe reaction mixture was then heated
2. temperatureunder reflux for 6 h
3. extractionThe aqueous phase was extracted three times with ethyl acetate
4. dry with materialThe combined organic phases were dried over sodium sulfate
5. customthe solvent was removed in vacuo
6. customThe crude product was purified by preparative HPLC
7. customThe product with the molecular weight of 173.12 (C12H15N) was obtained in this way