Ethyl 3-ethoxy-3-iminopropionate hydrochloride

64-17-5

105-56-6

2318-25-4

Ethyl cyanoacetate (30 mL, 281 mmol) was dissolved with anhydrous ethanol (18.1 mL, 278 mmol) in anhydrous ether (28.1 mL) at 0°C and stirred to form a homogeneous solution. Dry hydrogen chloride gas was passed into the solution until saturation. Subsequently, the reaction mixture was warmed up to 22°C with continuous stirring for 20 hours. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure to afford ethyl 3-ethoxy-3-iminopropionate hydrochloride (54.4 g, 99% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 4.73 (q, J = 7.1 Hz, 2H); 4.24 (q, J = 7.2 Hz, 2H); 3.89 (s, 2H); 1.51 (t, J = 7.0 Hz, 3H); 1.30 (t, J = 7.2 Hz, 3H) ppm.