N-Cyclopropyl-3-oxetanamine

Synthesis

To a solution of cyclopropanamine (100 mg, 1.751 mmol) in DCE (5 mL) was added oxetan-3-one (151 mg, 2.102 mmol) and 0.05 mL of HOAc. The mixture was stirred for 2 min, and sodium triacetoxyborohydride (742 mg, 3.50 mmol) was added and stirred overnight. The mixture was diluted with water (5 mL), basified by sodium carbonate to pH 9, and extracted with ethyl ether (3 x 10 mL). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated at low vacuum. For the structural determination, a small amount was reacted with benzoyl chloride in DCM and DIEA for 1 h, removed volatiles in a vacuum, and checked by LCMS, which showed major peak is the desired product N-Cyclopropyl-3-oxetanamine.