Collect. Czech. Chem. Commun.
1982, 47, 3261-3267
https://doi.org/10.1135/cccc19823261
Electrosyntheses of 3-acetyl- and 3-methoxycarbonyl-2,5-dimethoxy-2,5-dihydrofuranes
Ivan Stibor, Jan Šrogl, Miroslav Janda, Naděžda Piričová and Karel Vlažný
Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6
Abstract
Electrochemical methoxylation of furane derivatives has been used to synthetize 3-acetyl-2,5-dimethoxy-2,5-dihydrofurane (I) and methyl 2,5-dimethoxy-2,5-dihydro-3-furoate (II). Addition reaction of methanol with the ester II gave rise to methyl 2,4,5-trimethoxytetrahydro-3-furoates IVa-IVc, which were separated and identified by their 1H NMR spectra. Using the same method, we identified isomeric 3-hydroxymethyl-2,4,5-trimethoxytetrahydrofuranes Va-Vc, formed by reduction of the ester II with a hydride, and methyl 2,5-dimethoxytetrahydro-3-furoates VIa-VIc, formed by hydrogenation of II on Pd.
