Process for carbonylation of an allylic butenol or butenyl...

C - Chemistry – Metallurgy – 07 – C

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C07C 51/56 (2006.01) C07C 51/54 (2006.01) C07C 57/03 (2006.01)

Patent

CA 2348655

A process for the carbonylation of allylic butenol or butenyl ester of a carboxylic acid (e.g., crotyl acetate, 3-acetoxybutene-1 and mixtures thereof) in an anhydrous carboxylic acid solvent and production of beta-gamma unsaturated carboxylic acid anhydride (e.g., 3-pentenoic acid anhydride) utilizing a rhodium-containing catalyst (e.g., dicarbonylacetylacetonate rhodium (I)) promoted with a metal iodide (e.g., dicarbonylacetylacetonate rhodium (I), or the like). Such a process is particularly useful in the production of beta-gamma unsaturated carboxylic acid anhydride without promoting the back reaction producing butadiene and a carboxylic acid.

Cette invention a trait à un procédé de carbonylation d'ester de buténol ou de butényle allylique d'un acide carboxylique (par exemple, acétate de crotyle, 3-acétoxybutène-1 et leurs mélanges) dans un solvant d'acide carboxylique anhydre et à la production d'un anhydride d'acide carboxylique insaturé bêta-gamma (par exemple, un anhydride d'acide penténoïque-3) à l'aide d'un catalyseur contenant du rhodium (par exemple, du dicarbonylacétylacétonate-rhodium (I)) avec pour agent promoteur un iodure de métal (par exemple, du dicarbonylacétylacétonate-rhodium (I) ou analogue). Ce procédé se révèle particulièrement utile pour produire un anhydride d'acide carboxylique insaturé bêta-gamma sans provoquer de réaction en retour produisant du butadiène et un acide carboxylique.

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