Ethyl cyanoacetate → 4-(Cyanoacetyl)morpholine

Participants

Reaction Steps

Ethyl cyanoacetate (5.33 mL, 50 mmol) and morpholine (17.49 mL, 0.2 mol) were gently refluxed at 90° C. in an oil bath for 2 days. The mixture was concentrated and the residue was purified by silica gel column chromatography eluting with 50% acetone in n-hexane. 5.93 g of the compound was obtained. MS (DCI) m/e 155 (M+H)+, 172 (M+NH4)+; 1H NMR (300 MHz, DMSO-d6) δ 4.03 (s, 2H), 3.53-3.59 (m, 4H), 3.42-3.45 (m, 2H), 3.32-3.35 (m, 2H).

Provenance & Evidence