Process for producing n-substituted.alpha.-ketocarboxylic...

C - Chemistry – Metallurgy – 07 – D

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C07D 307/54 (2006.01) C07C 103/30 (1980.01)

Patent

CA 1116620

ABSTRACT OF THE DISCLOSURE The present invention provides a process for producing an .alpha.-ketocarboxylic amide having the general formula (I) Image (I) wherein R' represents a t-alkyl radical containing 4 to 18 carbon atoms and R represents a straight or branched chain alkyl radical containing 1 to 18 carbon atoms which can also be singly or multiply substituted by the phenyl radical or by a halogen atom or represents a cycloalkyl radical containing 3 to 8 carbon atoms, which, if required is singly or multiply substituted by an alkyl radical con- taining 1 to 3 carbon atoms or it is singly or multiply substituted by a halogen atom or represents a phenyl or naphthyl radical, which may be substituted or a five-membered heterocyclic radical, which may be substituted if said substituents being halogen atoms, nitro groups or alkyl or alkoxy radicals containing 1 to 5 carbon atoms, which process comprises condensing an acyl cyanide having the general formula (II) R - CO - CN (II) wherein R has the meanings defined above either a) with a tertiary alcohol having the general formula (III) NO - R' (III) wherein R' is as above or b) with an alkene having the general formula (IV) Image (IV) wherein R1 and R2 are identical or different and represent a hydrogen atom or an alkyl radical and R3 and R4 are identical or different and represent an alkyl radical, each of said alkyl radicals containing 1 to 15 carbon atoms in an acid medium. Some of the keto carboxylic acids of formula I are useful as intermediates in the production of herbicides. They are also useful directly as fungicides. The amides of formuls I may be hydrolyzed to the free acids some of which are metabilic inter- mediates in the preparation of .alpha.-amino acids.

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