Preparation
The preparation method of Ethyl N-benzyl-3-oxo-4-piperidine-carboxylate hydrochloride is as follows: 3-oxopiperidin-4-carboxylic acid ethyl ester was dissolved in 115 ml of 10% sodium bicarbonate aqueous solution and cooled to -4 to 0℃. Benzyl chloride was dissolved in 35.0 ml of acetone and added dropwise to the system. After the addition was complete, the mixture was stirred in an ice bath for 30 min, and then stirred at room temperature for 2.0 h. The reaction progress was monitored by thin-layer chromatography. After the reaction was complete, the mixture was poured into 400 ml of water and extracted twice with diethyl ether. The solution was cooled and the pH was adjusted to approximately 2 with concentrated hydrochloric acid, resulting in the precipitation of a large amount of white solid. This solid was extracted three times with 50 ml of ethyl acetate, dried over anhydrous magnesium sulfate, and the solvent was removed by vacuum distillation. The solid was then precipitated with petroleum ether to obtain a brown crystalline powder.
Chemical Properties
white to brown crystalline powder
Uses
Ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate hydrochloride was used in the synthesis of chromeno[3,4-
c]pyridin-5-ones. It was used as building block for the syntheses of receptor agonists and antagonists. It was used as starting reagent in the synthesis of 4-amino-5-chloro-2-methoxy-
N-[1-[5-(1-methylindol-3-ylcarbonylamino)pentyl]piperidin-4-ylmethyl]benzamide derivative.
