89769-22-2Relevant academic research and scientific papers
Derivatives of C-6 functionalized 4-heteroaldehydes. IV. Alcohol interchange via retro-Michael on acetals of 6-hydroxy-4-oxa-aldehydes: Synthesis of 2-alkoxyethyl-1,3-dioxolanes and derivatives
Espinosa, Antonio,Gallo, Miguel A.,Campos, Joaquin
, p. 265 - 268 (2007/10/02)
The alcohol interchange between 2--1,3-dioxolane 1 or 2--4-methyl-1,3-dioxolane (cis/trans mixture) 2, and methanol, ethanol, propanol or isopropanol, has been studied at the reflux temperature of mixtures. 1,1,3-Trialkoxy-propanes and 2-(2-alkoxyethyl)-1,3-dioxolanes were found when starting from 1 and 1,1,3-trialkoxypropanes, and 2-(2-alkoxyethyl)-4-methyl-1,3-dioxolanes (cis/trans mixtures, separated by glc) when starting from 2.The operativity of a retro-Michael reaction in the processes is proved; nevertheless, this does not occur when the reactions are carried out at room temperature.
