88129-26-4Relevant academic research and scientific papers
The Preparation of Macrocyclic Polyether-Diester Compounds by Transesterification Including The Preparation of Two New Nitrogen Containing Diester-Crown Compounds
Bradshaw, Jerald S.,Jones, Brian A.,Nielsen, Ralph B.,Spencer, Neil O.,Thompson, Patricia K.
, p. 957 - 962 (2007/10/02)
Macrocyclic polyether-diester compounds have been prepared by reacting oligoethylene glycols with the appropriate dimethyl esters in the presence of catalytic amounts of alkali metal methoxides.The methanol by-product was removed by molecular sieves.Product yields were improved for the preparation of all macrocyclic compounds except a compound containing a furan subcyclic group (4).Six new macrocyclic diester compounds (7-12) could only be prepared using the base catalyzed transesterification process since the acid chloride synthetic method failed or the acid chloride could not be made.The formation of compounds 5 and 6 from dimethyl 2,6-pyridine dicarboxylate (17) and the triethylene and tetraethylene glycols proceeded by way of half-transesterified intermediates.These intermediates were also observed for the base catalyzed decomposition of 5 and 6 in methanol to form the glycol and the diester 17.
