The preparation of e-oxime ethers of phenylglyoxylic esters

Details The preparation of e-oxime ethers of phenylglyoxylic esters The preparation of e-oxime ethers of phenylglyoxylic esters

C - Chemistry, Metallurgy

07

C

C07C 69/76 (2006.01) C07C 65/21 (2006.01) C07C 251/48 (2006.01) C07C 255/23 (2006.01)

Patent

CA 2367876

A process for preparing an arylglyoxylic of the formula (VIId): Ar-CO-CO-OCH; VIId where Ar is phenyl or naphthyl, each of which can carry from one to four substituents selected from the group comprising halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkoxyalkyl, phenyl, phenoxy, benzyloxy, naphthoxy, phenoxyalkyl, benzyloxyalkyl and naphthoxyalkyl, where the last seven substituents can be present only once and can carry from one to three of the following: halogen, alkyl, alkoxy, phenyl, phenoxy, plus as many halogen atoms as there are other carbon atoms which can be substituted, which comprises a) reacting an acyl cyanide of the formula VIb Ar-CO-CN VIb with hydrogen chloride and tert-butyl methyl ether and b) if required, hydrolyzing the byproduct arylglyoxylamide of the formula VIIe Ar-CO-CO-NHR VIIe where R is hydrogen or acyl, under acidic conditions in the presence of methanol and c) if required, hydrolyzing the byproduct dimethyl acetal of the arylglyoxylic ester of the formula VIIf (see formula VIIf)

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