Process for the production of tetronic acid

C - Chemistry – Metallurgy – 07 – D

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C07D 307/60 (2006.01)

Patent

CA 1182831

PROCESS FOR THE PRODUCTION OF TETRONIC ACID ABSTRACT OF THE DISCLOSURE Process for the production of tetronic acid from 4-haloacetoacetic ester which begins by converting a 4-haloacetoacetic ester into the corresponding 4-benzyloxyaceto- acetic ester. The 4-benzyl ester is then hydrogenolyzed into an intermediate product. The 4-hydroxyacetoacetic ester is converted by treatment with acid into tetronic acid. The 4-hydroxyacetoacetic ester can be isolated before conversion. The 4-benzyloxyacetoacetic ester can be produced by conversion of the 4-haloacetoacetic ester with a metal salt of benzyl alcohol. The hydrogenolysis can be carried out in the presence of an acid, whereby the 4-hydroxyacetoacetic ester forming in situ is rearranged directly into tetronic acid. The hydro- genolysis can be carried out under pressure in the presence of a hydrogenation catalyst.

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