Abstract
AbstractPicolines and 2,6‐lutidines partially deuterated on the methyl group or fully deuterated have been prepared with high isotopic purity. Monodeuteration of the methyl group was obtained either by deuterolysis of lithiated derivatives or by reduction of CH2X group with Bu3SnD. Dideuteriomethyl compounds were synthesized by reduction of the corresponding esters with LiAlD4 and conversion of the alcohol to chloromethyl derivatives which were finally reduced by an acetic acid‐zinc mixture. Exchanges with heavy water on platinum yield γ‐picoline‐D7 and 2,6‐lutidine‐D9.
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