Trimethylamine → HCID 129667418, compound

Participants

Reaction Steps

58 g (0.15 mol) of N,N-dimethylamino-methylferrocene methoiodide were added to a solution of 57 g (0.88 mol) of potassium cyanide in 570 ml of water and the mixture was heated to the boil, the solid material dissolving. Within a few minutes, the evolution of trimethylamine started, while at the same time a volatile oil separated out. After stirring for two hours under reflux, the mixture was cooled to room temperature, whereupon the oily product solidified. The solid material was separated off and the solution which remained was extracted with ether. The combined organic phases were washed with water and, after drying over sodium sulphate, were concentrated under reduced pressure. The residue was recrystallized from 200 ml of hexane. 26 g (76.9% of theory) of cyanomethylferrocene of melting point 82° to 83° C. were obtained in this manner.

Provenance & Evidence