Fast aldol-Tishchenko reaction utilizing 1,3-diol monoalcoholates as the catalysts

Citation
Op. Tormakangas et Amp. Koskinen, Fast aldol-Tishchenko reaction utilizing 1,3-diol monoalcoholates as the catalysts, ORG PROC R, 5(4), 2001, pp. 421-425
Citations number
28
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC PROCESS RESEARCH & DEVELOPMENT
ISSN journal
10836160 → ACNP
Volume
5
Issue
4
Year of publication
2001
Pages
421 - 425
Database
ISI
SICI code
1083-6160(200107/08)5:4<421:FARU1M>2.0.ZU;2-Q
Abstract
The aldol-Tishchenko reaction of enolizable aldehydes is a simple and effec tive way to prepare 1,3-diol monoesters, which are widely used as coalescin g 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 c atalyst also reduces the amount of side products which are due to ester int erchange between product esters and the catalyst. The rapid water-free meth od developed herein allows fast preparation of monoesters with excellent yi eld and minimized formation of side products.