Hydrochloric Acid → 1-(Methoxycarbonyl)-2-(3-(trifluoromethyl)benzyl)piperidine-4-carboxylic acid

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Reaction Steps

Dimethyl 2-(3-(trifluoromethyl)benzyl)piperidine-1,4-dicarboxylate (6.1 g, 16.98 mmol) and LiBr (11.79 g, 135.8 mmol) were dissolved in acetonitrile (60 mL) and water (1.2 mL). Triethylamine (9.41 mL, 67.90 mmol) was added and the resulting suspension was heated at reflux for 1 h, then cooled to room temperature and stirred overnight. Dissolved between ethyl acetate and 3 M HCl. The water layer was extracted once with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered through celite and the solvent was evaporated to yield 1-(methoxycarbonyl)-2-(3-(trifluoromethyl)benzyl)piperidine-4-carboxylic acid (5.8 g, 99%).

Provenance & Evidence