Methyl 4-[(1-Boc-piperidin-4-ylidene)methyl]benzoate → 1-Piperidinecarboxylic acid, 4-[[4-(methoxycarbonyl)phenyl]methyl]-, 1,1-dimethylethyl ester

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Reaction Steps

A solution of tert-butyl 4-(4-methoxycarbonylbenzylidene)piperidine-1-carboxylate (6 g, 18 mmol) in methanol (150 ml) was subjected to catalytic hydrogenation in the presence of 10% palladium-carbon (containing 50% water, 1 g) at room temperature for 5 hours. The catalyst was filtered off, and the filtrate was condensed under reduced pressure. The residue was purified by flash column chromatography (silica gel 90 g, ethyl acetate/hexane=1/10) to give the title compound as a pale yellow oil (6.1 g, 100%).

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