Collect. Czech. Chem. Commun. 1980, 45, 1361-1365

Electrochemical oxidation of 2-furylacetic acid derivatives

Miroslav Janda, Jan Šrogl, Eva Körblová and Ivan Stibor

Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6


Depanding on reaction conditions, the electrochemical methoxylation of 2-furylacetonitrile (I) afforded either (2,5-dimethoxy-2,5-dihydro-2-furyl)acetonitrile (V) or (5-methoxy-2,5-dihydro-2-furfurylidene)acetonitrile (VIII). Analogous reaction of methyl 2-furylacetate (II) gave either methyl (2,5-dimethoxy-2,5-dihydro-2-furyl)acetate (VI) or methyl (5-methoxy-2,5-dihydro-2-furfurylidene)acetate (IX). The electrochemical ethoxylation of ethyl 2-furylacetate afforded- among other products - also γ-lactone of ethyl 3-hydroxy-2,4-hexadienedioate (X).