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
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.