73406-68-5Relevant academic research and scientific papers
Synthesis and hydrolysis kinetics of 4-cyano-4-phenylpiperidine derivatives: A route to morphine analogs
Gervais,Anker,Chareire,Pacheco
, p. 241 - 248 (2007/10/05)
A description is given of a high-yield synthesis leading to various hydroxy-2 phenylacetonitriles and to various benzodihydro-2,3 furannones-2. The intermediary 12 benzylic mesylates give quantitatively the corresponding 11 chlorides by the action of hydrochlorate of triethylamine; this procedure constitutes a very rewarding and easy method for chlorinating the benzylic alcohols in two stages without isolating the intermediary. A proximate effect has been shown which makes possible the hydrolysis of certain phenylacetonitriles by dilute acetic acid. This hydrolysis becomes very rapid when these nitriles are distributed; the increase of the speed of the hydrolysis illustrates the gem dialkyle effect.
