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Communication | Regular issue | Vol 20, No. 8, 1983, pp.1541-1544
Published online, 1st January, 1970
DOI: 10.3987/R-1983-08-1541
Influence of Heteroaromatic Amines to Knoevenagel Condensation

Hiroshi Yamanaka, Masaaki Yokoyama, Takao Sakamoto, Takayuki Shiraishi, Mataichi Sagi, and Michinao Mizugaki

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan


In the Knoevenagel condensation of hexanal and malonic acid, the ratio of α,β- and β,γ-unsaturated acids was remarkably affected by the nature of tertiary amines used as a catalyst. That is, the condensation in pyridine or isoquinoline gave 2-octenoic acid selectively, whereas the condensation in 2-methylpyridine, 2,6-dimethylpyridine, or quinoline gave 3-octenoic acid as a main product.