Formula C5H9NO | Molar mass 99.13 g/mol | |
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4-Piperidinone is a derivative of piperidine with the molecular formula C5H9NO. 4-Piperidone is used as an intermediate in the manufacture of chemicals and pharmaceutical drugs.
Piperidones
Piperidones are a class of chemical compounds sharing the piperidone skeleton. A classic named reaction for the synthesis of piperidones is the Petrenko-Kritschenko piperidone synthesis which involves combining an alkyl-1,3-acetonedicarboxylate with benzaldehyde and an amine. This multicomponent reaction is related to the Hantzsch pyridine synthesis.
1-Methyl-4-piperidone is a starting material in the synthesis of dorastine, propiverine and piperylone. 1,3-dimethyl-4-piperidone is used to make naranol. 1-Benzyl-4-piperidone is a starting material for fentanyl, carpipramine, clocapramine, Fluspirilene, pipamperone, Benzetimide, Aplaviroc and Osanetant. N-Carboethoxy-4-piperidone was used to make Lorcainide.
N-Benzyl-4-piperidone is made when 1 equivalent of benzylamine is condensed with 2 molecules of ethylacrylate and the double conjugate addition product is subject of a Dieckmann cyclization followed by saponification and decarboxylation. Note that the intermediate 3-carboethoxy-N-Benzyl-4-piperidone prior to saponification can be used as a product to make Pimozide, Benperidol and droperidol.