Fast Aldol-Tishchenko Reactions Utilizing 1,3-Diol Monoalcoholates as the Catalysts

Olli P. Törmäkangas, Ari M.P. Koskinen

    Research output: Contribution to journalArticleScientificpeer-review

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    Abstract

    The aldol-Tishchenko reaction of enolizable aldehydes is a simple and effective way to prepare 1,3-diol monoesters, which are widely used as coalescing agents in the paint industry. The use of monoalcoholates of 1,3-diols as catalysts gives fast and
    clean reactions compared with the previous use of several inorganic catalysts. The use of the proper 1,3-diol moiety in the catalyst also reduces the amount of side products which are due to ester interchange between product esters and the
    catalyst. The rapid water-free method developed herein allows fast preparation of monoesters with excellent yield and minimized formation of side products.
    Original languageEnglish
    Pages (from-to)421-425
    JournalORGANIC PROCESS RESEARCH AND DEVELOPMENT
    Volume5
    Issue number4
    DOIs
    Publication statusPublished - 2001
    MoE publication typeA1 Journal article-refereed

    Keywords

    • alcoholate
    • aldol reaction
    • Aldol-Tishchenko reaction
    • catalysis
    • esterification
    • hydride shift

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