Action of acid chlorides on benzaldehyde di-n-butylacetal at low temperature.

ABSTRACT

The benzaldehyde di-n-butylacetal has been synthesized and its reactions with acid chlorides, viz., acetylchloride, benzoylchloride, benzylchloride, perchloricacid, sodiumperchlorate, zirconiumoxychloride and calciumoxychloride have been studied at -20oC. The acetal generates esters with acetylchloride, benzoylchloride and perchloricacid while produced ether with benzylchloride, but only aldehyde with sodiumperchlorate. Interestingly, acetal yields substituted aldehyde alone with zirconiumoxychloride and calciumoxychloride. Acid chlorides are synthetically very useful reagents and vary widely in their acceptor synthon character and reactivity; hence their application in the present work on the action of acid chlorides on benzaldehyde di-n-butylacetal is a new venture.