Catalytic condensation of aldehydes to 1,3-glycol monoesters
AssigneeEastman Kodak Company
InventorsDon L. Morris, Anthony W. McCollum
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Abstract
This invention relates to an improved method for the catalyzed condensation of aldehydes in the liquid phase to form 1,3-glycol monoesters utilizing tin metal or a tin oxide catalyst. Condensation can be visualized as an aldol condensation followed by a Tischenko reaction between the aldol and a third molecule of aldehyde. In its simplest form the condensation can be illustrated by the following general formula ##STR1## R or R.sup.1 =Hydrogen or alkyl group of 1 to 20 carbon atoms or aromatic groups. R and R.sup.1 can also be part of a cyclic system.
Claims7
A process for manufacturing 1,3-glycol monoesters wherein a molecule of each of the aldehydes A, B and C is reacted in the presence of a catalyst consisting of metallic tin or stannous oxide at a temperature of from about 70.degree. C. to about 180.degree. C. and a pressure at least sufficient to maintain the aldehydes in a liquid phase wherein A is an aldehyde of the formula ##STR7## B is an aldehyde of the formula ##STR8## and C is an aldehyde of the formula ##STR9## wherein R, R.sup.1, R.sup.2 and R.sup.3 may be hydrogen or a straight or branched alkyl or cycloalkyl moiety of from 1 to 20 carbon atoms or an aryl moiety of from 6 to 10 carbon atoms or R and R.sup.1 may be joined so as to include the carbon atom to which they are attached into a cyclic group of from 6-10 carbon atoms.
Dependencies are inferred from the claim text.