Abstract
Application of phosphoryl chloride to 2-hydroxymethyl-5-methylpyridine (IV), derived from 2, 5-lutidine (I), afforded the chlorinated compound (V) and application of potassium chloride to (V) gave the nitrile (VI), which formed the ester (VII) on warming in ethanol saturated with hydrogen chloride. (VI) underwent saponification and decarboxylation on heating with hydrochloric acid to form (I). The ester (VII) was also obtained on application of dry ice to lithium compound of (I) and followed by treatment with ethanol saturated with hydrogen chloride. Application of methyl iodide to (VII), in the presence of metallic potassium afforded ethyl 2-(5-methyl-2-pyridyl) propionate (VIII).
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