Enamines are organic molecules with a nitrogen atom adjacent to a carbon-carbon double bond formed by a reaction between an aldehyde/ketone and a secondary amine. It has previously been found that when a secondary amine with a nucleophilic side chain is reacted with an aldehyde/ketone, instead of forming an enamine, a cyclization reaction occurs. These reactions are carried out in organic solvents such as benzene or toluene. The current study is an attempt to create a green synthesis of these species, by studying reactions of 2-piperidinemethanol with various aldehydes/ketones in water (Figure 1) and reactions of 2-piperidineethanol with various aldehydes/ketones in water (Figure 2). The products of these reactions are studied with gas chromatography-mass spectroscopy (GC-MS), nuclear magnetic resonance spectroscopy (NMR) and infrared spectroscopy (IR). Research is ongoing.
Albert, Jack, "Cyclization Reactions of Enamines in Aqueous Solution" (2013). Symposium on Undergraduate Research and Creative Expression (SOURCE). 284.