Abstract
Abstract 3-Acetyl-4-(2-furyl)-3-buten-2-one (I) and ethyl α-propionyl-2-furanacrylate (V) were obtained by the condensations of furfural with acetylacetone and ethyl propionylacetate by piperidine, respectively. 3-Acetyl-4-(2-furyl)-3-buten-2-one (I) was oxidised by sodium hypochlorite to furfurylidenemalonic acid (II), and, on refluxing with alcohoric hydrochloric acid and subsequent hydrolysis, gave β-(4-acetyl-5-methyl-2-furyl)-propionic acid (IV). Ethyl α-propionyl-2-furanacrylate (V) gave γ,ζ-dioxopelargonic acid (VI) by refluxing with alcoholic hydrochloric acid and subsequent hydrolysis. The dioxocaboxylic acid (m. p. 83∼84°), obtained by the ring-opening of the furfurylidene ketone (b.p. 126°/19 mm.) in alcoholic hydrochloric acid which was considered to be 1-(2-furyl)-1-penten-3-one (VII) in the previous reports, was identical with this γ,ζ-dioxopelargonic acid (VI). It was confirmed, therefore, that the ideas in the previous reports6) was correct.
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