Process for the preparation of 3-isochromanone

C - Chemistry – Metallurgy – 07 – D

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C07D 311/76 (2006.01)

Patent

CA 2485114

3-Isochromanone is prepared by partially chlorinating o-tolylacetic acid with sulphuryl chloride or chlorine gas in an inert organic solvent in the presence of a free radical initiator. The 2-chloromethylphenylacetic acid first obtained is converted to 3-isochromanone by treatment with a base and separated from unreacted o-tolylacetic acid, which is in the form of a salt, by a phase separation technique. The separated o-tolylacetic acid salt is converted to o-tolylacetic acid by controlled acidification and the o- tolylacetic acid is extracted for re-use. The invention reduces the formation of unwanted, over-chlorinated by-products and leads to a more efficient process.

On prépare du 3-Isochromanone en chlorant partiellement de l'acide <i>o</i>-tolylacétique avec de l'oxychlorure de soufre ou du chlore dans un solvant organique inerte en présence d'un initiateur de radicaux libres. L'acide 2-chlorométhylphénylacetique d'abord obtenu est transformé en 3-isochromanone par traitement avec une base et séparé de l'acide <i>o</i>-tolylacétique n'ayant pas réagi, qui se trouve sous forme d'un sel, par une technique de séparation de phases. Le sel d'acide <i>o</i>-tolylacétique est transformé en acide <i>o</i>-tolylacétique par acidification contrôlée et l'acide <i>o</i>-tolylacétique est extrait en vue de sa réutilisation. La présente invention permet de réduire la formation de produits dérivés sur-chlorés et indésirables et assure une meilleure efficacité du processus.

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