114980-40-4

Basic information

• Product Name: N-methyl-4-phenyl-2-piperidinone
• Synonyms: N-methyl-4-phenyl-2-piperidinone
• CAS NO: 114980-40-4
• Molecular Weight: 189.257
• Mol File: 114980-40-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-methyl-4-phenyl-2-piperidinone(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-4-phenyl-2-piperidinone(114980-40-4)
• EPA Substance Registry System: N-methyl-4-phenyl-2-piperidinone(114980-40-4)

Safety Data

• Hazardous Substances Data: 114980-40-4(Hazardous Substances Data)

Upstream product

• 626-67-5 N-methylcyclohexylamine 
• 69003-17-4 1-methyl-2-oxo-1,2,5,6-tetrahydropyridine 
• 100-58-3 phenylmagnesium bromide 
• 774-52-7 1-methyl-4-phenylpiperidine 

Relevant articles and documents

Transition-Metal-Free Multiple Functionalization of Piperidines to 4-Substituted and 3,4-Disubstituted 2-Piperidinones

Remote and multiple functionalization of piperidines without the use of transition-metal catalysts and elaborate directing groups is one of the major challenges in organic synthesis. Herein is reported an unprecedented two-step protocol that enables the multiple functionalization of piperidines to either 4-substituted or trans-3,4-disubstituted 2-piperidones. First, by exploiting the duality of TEMPO reactivity, which under oxidative and thermal conditions fluctuates between cationic and persistent-radical form, a novel multiple C(sp3)-H oxidation of piperidines to α,β-unsaturated 2-piperidones was developed. Second, the intrinsic low reactivity of the unsaturated piperidones toward conjugated Grignard additions was overcome by using trimethylsilyl chloride (TMSCl) as Lewis acid. Subsequently, conjugated Grignard addition/electrophilic trapping protocol provided substituted 2-piperidone intermediates, some of which were then transformed into pharmaceutical alkaloids.