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Suitable conditions have been found for the dehydrogenation of methyl 12‐hydroxystearate to methyl 12‐ketostearate with Raney nickel. Crude reaction mixtures contained 95% product when analyzed by gas‐liquid chromatography (GLC). Isolated yields were 83%. Both catalyst concentration and type strongly influence the reaction. Laboratory‐made methyl 12‐hydroxystearate gave significantly better yields than commercial material, but satisfactory conversions were obtained from citrate‐free commercial material. The extent of the dehydrogenation was determined by hydrogen evolution and GLC. Synthetic and analytical techniques used in studying this reaction are discussed.
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Freedman et al. (1966) studied this question.
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