1-Boc-3-Cyanoazetidine

345954-83-8

24424-99-5

142253-54-1

Step 1: 3-Cyanonitrile azetidine hydrochloride (3.64 g, 30.7 mmol) was suspended in 77 mL of dichloromethane. Triethylamine (4.3 mL, 30.7 mmol) was added to the suspension, followed by batchwise addition of di-tert-butyl dicarbonate (8.0 g, 36.8 mmol). The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the reaction mixture was diluted with aqueous hydrochloric acid and dichloromethane. The organic and aqueous layers were separated and the aqueous layer was extracted with dichloromethane. All organic layers were combined, washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (eluent: ethyl acetate/hexane) to give 5.5 g (98% yield) of tert-butyl 3-cyanoazetidine-1-carboxylate.