N-Benzoyl-4-piperidone

Chemical Properties

light yellow granular powder or granules

Uses

1-Benzoyl-4-piperidone can be used as starting reagent in the synthesis of fentanyl.

Biochem/physiol Actions

1-Benzoyl-4-piperidone and 1-methyl-4-piperidone reacts with triethyl phosphono-acetate in the presence of excess base and yields both the endocyclic and exocyclic olefins.

Synthesis

4-Piperidone hydrochloride hydrate (7.68 kg) with potassium carbonate (20.7 kg), 0 C., added to water (50 liters), stirred well, then added to dichloromethane (40 liters), and then added dropwise to a solution of benzoyloxycarbonylsuccinimide (12.4 kg) of dichloromethane (80 liters), and the reaction was carried out at room temperature for two hours. The reaction solution was partitioned and the aqueous layer was extracted with dichloromethane (2 x 15 liters), the organic phases were combined, dried over anhydrous sodium sulfate, and concentrated to give 11.5 kg of 1-benzoyl-4-piperidone in the form of a colorless oil.