694-56-4Relevant articles and documents
Deprotonation of 1-(carbethoxyalkyl)pyridinium halides with strong N-bases
Dega-Szafran, Zofia,Schroeder, Grzegorz,Szafran, Miroslaw
, p. 39 - 46 (2007/10/03)
The rate constants were measured for deprotonation of 1-(carbethoxymethyl)pyridinium chloride and 1-(2-carbethoxyethyl)pyridinium bromide with strong bases (DBU, MTBD, TBD and P2-Et) in acetonitrile. The UV spectra and semiempirical calculations are consistent with an ylide structure of the deprotonated species. The ylides obtained slowly decompose, and the reaction products were identified by 1H NMR spectroscopy; 1-(carbethoxymethyl)pyridinium chloride gives N-methylpyridinium cation and ethanol and 1-(2-carbethoxyethyl)pyridinium bromide converts to pyridine and ethyl acrylate. Copyright