H. Midorikawa
Aug 1, 1953
Citations
0
Influential Citations
11
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
It seems that furfural can react with methyl ethyl ketone in two ways by alkali. In the condensation at 0∼3°, the main product was 4-(2-furyl)-3-methyl-4-butanol-2-one. This aldol was easily dehydrated to 4-(2-furyl)-3-methyl-3-buten-2-one, which was oxidised to α-methyl-2-furanacrylic acid by sodium hypochlorite. In the condensation at 60∼3°, the main product was the furfurylidene ketone, which gave the semicabazone melting at 182∼4° and the dioxocarboxylic acid by ring opening in alcoholic hydrochloric acid. It is presumed that this ketone is 1-(2-furyl)-1-penten-3-one, and the dioxocarboxylic acid resulting from it is γ,ζ-dioxopelargonic acid. It is also interesting that two species of 2,4-dinitrophenylhydrazone were obtained with respect to 4-(2-furyl)-3-methyl-3-buten-2-one.