反应详情

To a stirred solution of tert-butyl 2-[1-(diphenylmethyl)azetidin-3-ylidene]hydrazinecarboxylate (Preparation 692, 15.8 g, 45 mmol) in acetic acid (126 ml) was added sodium cyanoborohydride (2.82 g, 45 mmol) portionwise at room temperature and stirred at room temperature for 4 hours. Then the reaction mixture was concentrated in vacuo. The pH was adjusted to 8-10 with 1M aqueous sodium hydroxide solution and extracted with dichloromethane (3×200 ml). The combined organic layer was washed with water (3×150 ml), saturated aqueous sodium chloride solution (150 ml), dried over anhydrous sodium sulphate and concentrated in vacuo. The crude product was triturated with diethyl ether to get 15 g (94%) of the title compound as a white solid.

1. concentrationThen the reaction mixture was concentrated in vacuo
2. extractionextracted with dichloromethane (3×200 ml)
3. washThe combined organic layer was washed with water (3×150 ml), saturated aqueous sodium chloride solution (150 ml)
4. dry with materialdried over anhydrous sodium sulphate
5. concentrationconcentrated in vacuo
6. customThe crude product was triturated with diethyl ether