N-Boc-propargylamine

24424-99-5

2450-71-7

92136-39-5

Di-tert-butyl dicarbonate (17.5 g, 80.0 mmol, 1.0 eq.) was slowly added dropwise to a dichloromethane solution (160 mL) of propargylamine (5.49 mL, 80.0 mmol, 1.0 eq.) at 0 °C. The reaction mixture was stirred at 0 °C for 1 h before the solvent was removed by distillation under reduced pressure. The resulting colorless oil was dried overnight under high vacuum to afford N-Boc-aminopropargyl (12.4 g, quantitative yield) as a white solid, which can be used in subsequent reactions without further purification. The spectral data of the product were consistent with those reported in the literature: Rf = 0.38 (hexane/ethyl acetate, 9:1); melting point = 41-42 °C (literature value:[1] 40-44 °C).1H NMR (500 MHz, CDCl3): δ (ppm) 4.94 (broad peak, 1H), 3.91 (broad double peak, J = 2.5 Hz, 2H), 2.23 (triple peak, J = 2.5 Hz, 1H). 2.5Hz, 1H), 1.45 (single peak, 9H).13C NMR (126MHz, CDCl3): δ (ppm) 155.2, 80.1, 79.9, 71.1, 28.2.