Nine alkyl 2-picolyl ketones were prepared by the interaction of 2-picolyllithium and the requisite methyl ester. Physical properties were determined, and hydantoin and picrate derivatives of these ketones were prepared.
trum of the higher melting racemate. We assigned the downfield doublet to the proton on Ci and the central multiplet to the overlapping resonances of the two neighboring protons on Ca and C3. These selections were based on a comparison with the nmr spectrum of 1,1,2,3,3pentaphenyl-1-propanol, which shows only two absorptions apart from the phenyl multiplets. The hydroxyl proton of the latter was identified by deuterium exchange, leaving the Ca and C3 protons with overlapping resonances.The 132°C melting compound reported by earlier workers (7, 4) is undoubtedly a mixture of diastereomers. The acetonate of Kohler, mp 160-161 °C, is the acetonate of our higher melting racemate. The available data do not permit the assignment of absolute configurations.
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