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

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Journal Title

Journal ISSN

Volume Title

A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

Date

2001

Major/Subject

Mcode

Degree programme

Language

en

Pages

421-425

Series

ORGANIC PROCESS RESEARCH AND DEVELOPMENT, Volume 5, issue 4

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.

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Keywords

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

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Citation

Törmäkangas , O P & Koskinen , A M P 2001 , ' Fast Aldol-Tishchenko Reactions Utilizing 1,3-Diol Monoalcoholates as the Catalysts ' , ORGANIC PROCESS RESEARCH AND DEVELOPMENT , vol. 5 , no. 4 , pp. 421-425 . https://doi.org/10.1021/op0001335