74804-96-9Relevant articles and documents
Transformations involving the Pyrrolidine Ring of Nicotine
Acheson, R. Morrin,Ferris, Michael J.,Sinclair, Neil M.
, p. 579 - 585 (2007/10/02)
Nicotine was oxidised to cotinine and this successively alkylated and reduced to a series of 4'-mono- and 4',4'-di-alkylnicotines, the mass spectra of which are discussed.The pyrrolidine ring has been opened with ethyl chloroformate and the product both recyclised to S-nicotine without loss of optical activity and converted to metanicotine.The dihydrochloride of the last, on successive treatment with bromine and sodium hydrogencarbonate, yielded 3'-bromonicotine.Cotinine has been converted into various derivatives, and the demethylation of nicotine has been investigated.