|Preferred IUPAC name
3D model (Jmol)
|Molar mass||99.13 g·mol−1|
|Boiling point||79 °C (174 °F; 352 K)|
the environment (N)
|Flash point||91 °C (196 °F; 364 K)|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|what is ?)(|
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.
- Ueber die Condensation von Aceton-dicarbonsäureestern mit Benzaldehyd unter Anwendung von Ammoniak P. Petrenko-Kritschenko, N. Zoneff Berichte der deutschen chemischen Gesellschaft Volume 39 Issue 2, Pages 1358 - 1361 1906 doi:10.1002/cber.19060390234
- Janssen, Paul A. J. (1965). "1-aralkyl-4-(n-aryl-carbonyl amino)-piperidines and related compounds US3,164,600A" (PDF). Google Patents. Vosselaar, Belgium: Research Laboratorium Dr. C. Janssen. Retrieved 26 December 2016.
|This article needs additional citations for verification. (December 2016) (Learn how and when to remove this template message)|
|This article about a heterocyclic compound is a stub. You can help Wikipedia by expanding it.|