Hydrochloric Acid → 1-acetyl-N-methoxy-N-methylpiperidine-4-carboxamide

Participants

Reaction Steps

To a solution of 1-acetylpiperidine-4-carboxylic acid (58.50 g, 341.7 mmol) in dichloromethane (700 mL) was added di(1H-imidazol-1-yl)methanone (58.18 g, 358.8 mmol) in portions. The mixture was agitated for two hours and N-methoxymethanamine hydrochloride (35.00 g, 358.8 mmol) was added at once. The mixture was stirred overnight at ambient temperature, and then 4M HCl in dioxane (75 mL) was added slowly. The slurry was agitated for 30 minutes and then filtered. The filtrate was washed twice with sodium bicarbonate solution, dried and concentrated in vacuo to give the desired product (59.10 g, 80.72% yield) as a white solid.

Provenance & Evidence