Alpha-mono:alkylation of aryl:acetonitrile, aryl:aceto-ester and aryl:acetic acid cpds. - using di:alkyl carbonate and base in liq. phase, used to prepare alpha-aryl:propionic acid antiinflammatory drugs

摘要

In the alpha-monoalkylation of arylacetonitriles, arylacetoesters or arylacetic acids of formula Ar-CH2-X (I) by treatment with dialkyl carbonates to give alpha-aryl-alpha -alkylacetonitriles or alpha-aryl-alpha -alkylacetoesters of formula Ar-CHR-X' (II), (I), a dialkyl carbonate and a base are reacted in a liq. phase in a molar ratio of 1:1:005 to 1:50-5 at 100-270 deg.C. (Ar= an aromatic or heteroaromatic gp., eg. phenyl, naphthyl or thiophene, opt. having one more more substits. such as 1-4C alkyl, 1-4C alkoxy, halogen, carboxy, 1-4C alkoxylcarbonyl, arylcarbonyl or nitrile; X= CN, COOR or COOH; X'= CN or COOR; R= 1-4C (alkyl). (I) may be eg. (3-methoxycarbonylphenyl) acetonitrile, (3-benzoylphenyl)acetonitrile or (6-methoxy-2-naphyl)acetic, (2-fluoro-4-biphenyl)acetic, (4-isobutylphenyl)acetic, (3-benzoylphenyl)acetic or phenylacetic acids or their esters.