3-Piperidinecarboxylic acid, 1-methyl-, methyl ester

VerwendenMethyl 1-methylpiperidine-3-carboxylate belongs to the class of organic compounds known as piperidinecarboxylic acids. Piperidinecarboxylic acids are compounds containing a piperidine ring with a carboxylic acid group. Methyl 1-methylpiperidine-3-carboxylate is a strong basic compound (based on its pKa). It could be used to synthesize (1-methylpiperidin-3-yl)methanol. The specific steps are shown as follows: into a 500 mL round bottom flask containing a solution of methyl 1-methylpiperidine-3- carboxylate (12.0 g, 76 mmol) in tetrahydrofuran (500 mL) was added lithium aluminumhydride (4.3 g, 114 mmol) in portions at 0 °C. The reaction mixture was stirred at room temperature for 1 h. The reaction was quenched with methanol at 0 °C, and the precipitated solid was filtered through celite. The filtrate was concentrated and the crude was purified by flash chromatography eluting with methanol in dichloromethane (5-10percent) to afford (1-methylpiperidin-3-yl)methanol as a solid.