Electrochemical fluorination of some cyclic tertiary amines

Electrochemical fluorination of N,N-diethylcyclohexylamine and N-ethyldicyclohexylamine gave the corresponding F-amines together with several other compounds arising from incomplete fluorination and fragmentation reactions. In the case of N,N-diethylcyclohexylamine yields of 51–52% were obtained and most of the reaction products were isolated and identified. With N-ethyldicyclohexylamine a lower yield (16%) was observed; the resultant reaction mixture was too complex to allow the identification of its components. Comments are made about the reaction mechanism, and NMR and IR data are reported for identified compounds.