Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Crossed Tischtschenko Reaction of Acetaldehyde with n-Butyraldehyde
Kenji KASANOToshiro TAKAHASHI
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1965 Volume 23 Issue 2 Pages 144-150

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Abstract
Ethyl acetate, ethyl n-butyrate, n-butyl acetate and n-butyl n-butyrate were synthesized by the crossed Tischtschenko reaction between acetaldehyde and n-butyraldehyde with metal alkoxide as the catalyst. An increase in the ratio of acetaldehyde in the raw material showed a tendency to retard the formation of n-butyrate. It was found that the formation of n-butyl acetate was increased by the addition of a small amount of mercuric chloride as an accelerator for the reaction. The formation of ethyl acetate was larger in carbon tetrachloride as a solvent. In this catalytic reaction, aldehyde coordinated with aluminium showed a tendency to turn into acid side of the esters formed. The yield of ester was 70-80% and the conversion was 60-70%.
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© The Society of Syhthetic Organic Chemistry, Japan
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