HYDROXYMETHYLATION OF METHYLSUBSTITUTED PYRROLE, THIOPHENE, AND FURAN IN THE PRESENCE OF H+ CATION EXCHANGERS

Article abstract of DOI:10.1007/BF00515576

In the reaction of formalin with the 2,5-dimethyl derivatives of pyrrole, thiophene, and furan in the presence of the sulfo cation exchanger Amberlyst 15 electrophilic substitution takes place at various positions of the rings with the formation of 2,5-dimethyl-1-hydroxymethylpyrrole, 1,3-dioxacycloheptano<5,6-c>-2,5-dimethylthiophene (an intermediate in the formation of which is 2,5-dimethyl-3,4-dihydroxymethylthiophene), and 2,5-hexanedione respectively.Bis(5-methyl-2-thienyl)methane was obtained from 2-methylthiophene.