1121. Syntheses of long-chain acids. Part V. Synthesis of some ω-hydroxy-acetylenic acids

DE Ames, AN Covell, TG Goodburn

Index: Ames,D.E. et al. Journal of the Chemical Society, 1963 , p. 5889 - 5893

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Citation Number: 22

Abstract

The dilithio-derivative of prop-2-yn-1-01 in liquid ammonia-tetrahydrofuran condenses with undecyl and tridecyl bromide to give the corresponding alk-2-yn-1-01 in high yield. Conversion into the bromide and malonation synthesis yields hexa-and octa-dec-kynoic acid and thence the cis-olefinic acids. Prop-2-yn-1-01, but-3-yn-1-01, and pent-lyn-1-01 similarly condense with o-bromo-acids to give o-hydroxy-alkynoic acids in good yields. ...