24228-40-8, Ethyl N-benzylpiperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,24228-40-8
To a 50 mL round-bottomed flask was added ethyl isonipecotate (5.0 g, 32 mmol) in dimethylformamide at 0 C. Sodium hydroxide (0.86 g, 35 mmol) was added and the reaction mixture was allowed to stir for 15 minutes. 1-(Bromomethyl)benzene (4.2 ml, 35 mmol) was then added and the reaction mixture was allowed to stir slowly warming to room temperature. Upon completion, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic extract was washed with water, saturated sodium chloride solution, dried with magnesium sulfate, filtered, and concentrated. The ethyl 1-benzylpiperidine-4-carboxylate product (5.8 g, 23.3 mmol) was then added to a 500 mL round-bottomed flask in THF at -78 C. Methyllithium (18.7 ml, 46.7 mmol) was added and allowed to stir slowly warming to room temperature overnight. Upon completion, the reaction mixture was concentrated. The residue was diluted with water and extracted with ethyl acetate. The organic extract was washed with saturated sodium carbonate solution, saturated sodium chloride solution, dried with magnesium sulfate, filtered, and concentrated. The crude product was adsorbed onto a plug of silica gel and chromatographed through a Biotage pre-packed silica gel column (40M) X2, eluting with a gradient of 1% to 10% methanol in dichloromethane, to provide 2-(1-benzylpiperidin-4-yl)propan-2-ol. To a solution of 2-(1-benzylpiperidin-4-yl)propan-2-ol in methanol was added palladium, 10 wt. % on activated carbon. A hydrogen balloon was attached to the reaction vessel and the reaction mixture was stirred overnight. Upon completion, the reaction mixture was filtered through Celite. The filtrate was concentrated to produce 2-(piperidin-4-yl)propan-2-ol.
The synthetic route of 24228-40-8 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Hu, Essa; Kunz, Roxanne; Chen, Ning; Nixey, Tom; Hitchcock, Stephen; US2009/62277; (2009); A1;,
Piperidine – Wikipedia
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