Process for the production of tetronic acid alkyl esters

Details Process for the production of tetronic acid alkyl esters Process for the production of tetronic acid alkyl esters

C - Chemistry, Metallurgy

07

D

C07D 307/60 (2006.01)

Patent

CA 2092347

ABSTRACT OF THE DISCLOSURE A new process for the production of a tetronic acid alkyl ester of the general formula: Image I wherein R represents a C1-C6 alkyl group, from a 4-halo- acetoacetic acid alkyl ester of the general formula: Image II wherein R1 represents a C1-C6 alkyl group and X represents chlorine or bromine. The 4-halo-acetoacetic acid alkyl ester (II) is converted in a first step with a dialkylsulfite of the general formula: (RO)2S=O III wherein R has the above-mentioned meaning, in the presence of a strong acid into a 4-halo-3-alkoxy-but-2E-enoic acid alkyl ester of the general formula: Image IV wherein R, R1 and X have the above-mentioned meanings. The latter is cyclized in a second step with a formate and a strong acid to produce the tetronic acid alkyl ester (I).

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