Dichloromethane → 2-Oxopiperidine-1-carbonitrile

Participants

Reaction Conditions

Reaction Steps

59.4 g (1.484 mols) of sodium hydroxide are dissolved in 370 ml of water, and 13.2 g (0.742 mol) of cyanamide are added in portions to the solution, after cooling to 0° C. 115.0 g (0.742 mol) of δ-chlorovaleric acid chloride are added dropwise to the clear and colourless cyanamide solution, in the course of one hour, at 0° to 8° C.; a strongly exothermic reaction is observed during this dropwise addition and the mixture must therefore be cooled intensively. After the dropwise addition has ended, the mixture is stirred for a further hour at 0° C. 740 ml of methylene chloride are then added and the reaction mixture is warmed at the reflux temperature (40° C.) for one hour. The two phases are separated in a separating funnel. The aqueous phase is extracted again with 740 ml of methylene chloride.

Provenance & Evidence