The Preparation of Substituted Hydroxyphenyl-pyridyl-ethanols and α-Hydroxyphenyl-α-methylpyridineethanols by the Condensation of 2-, 3-, or 4-Picolyllithium with Select Hydroxy-benzaldehydes and 4-Hydroxyacetophenone

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Abstract
2-, 3-, or 4-Picolyllithium was prepared in excess lithium diiso-propylamide and condensed with several hydroxy-benzaldehydes and 4-hydroxy-acetophenone to afford substituted hydroxyphenyl-pyridyl-ethanols and α-hydroxyphenyl-α-methylpyridineethanols. In two instances. 3-picolyllithium condensed with aldehydes to presumably form the hydroxyphenyl-pyridyl-ethanol, which underwent linear dehydration to the substituted pyridyl-ethylenyl-phenol.