Ethyl chloroacetate → HCID 15034768, compound

Participants

Reaction Conditions

Reaction Steps

Piperidin-2-ylidene-cyanamide (C) (9.67 g, 78.5 mmol) was dissolved in acetonitrile (150 mL) under a low heat. Potassium carbonate (13.0 g, 94.2 mmol, 1.2 eq.) and Ethyl chloroacetate (11.7 mL, 109.9 mmol, 1.4 eq.) were then added thereto and the resulting suspension was heated for 16 hours at 85° C. A further amount of ethyl chloroacetate (1.67 mL, 15.7 mmol, 0.2 eq.) was then added. The reaction mixture was heated under reflux for 6 hours. The cooled suspension was then filtered and the solid residue was washed with DCM. The filtrate was reduced under vacuum and, after column chromatographic purification (SiO2, heptane/EtOAc 2:3), 16.16 g (98%) of the desired product (2-cyanoimino-piperidin-1-yl)-acetic acid ethyl ester (D) was obtained.

Provenance & Evidence