137201-66-2Relevant articles and documents
Stereochemistry and kinetics of amines addition to acetylenic esters
Sharaf, Saber M.,El-Sadany, Samir K.,Hamed, Ezzat A.,Youssef, Abdel-Hamid A.
, p. 1445 - 1449 (2007/10/02)
The reactions of a series of methyl para-substituted phenylpropiolates 1a-e with piperidine, morpholine, and diethylamine in methanol and dimethylformamide (DMF) have been studied and their rates measured.The products were methyl β-(N,N-dialkylamino)-p-substituted cinnamates 2-4a-e. 1H NMR spectra were used to determine the configuration of the products.The ρ values in methanol ranged between 0.34 and 1.24 whereas in DMF they were between 0.85 and 1.88.The values of ΔS(excit.) favor a bimolecular rate-limiting step mechanism.
