Abstract
Epichlorohydrin [14C-1, 2] (4) was condensed with 2-acetyl-7-hydroxybenzo[b]furan potassium salt (3) to give two radiochemical regio-isomeric 2-acetyl-7-glycidyloxybenzo[b]furans (5a and 5b). The ratio, 5a/5b, was determined to be 5/7 by using 14C-radioisotopic tracer techniques. The present results showed that the reaction proceeds through two different paths in which the phenolate (3) attacks at C-1 of 4 to give 5a and at C-3 to give 5b, the latter path being more favorable than the former.
