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4-Piperidone is an organic compound with the molecular formula OC(CH 2) 4 NH. It can be viewed as a derivative of piperidine. 4-Piperidone is used as an intermediate in the manufacture of chemicals and pharmaceutical drugs. Substituted and dehydro derivatives of 4-piperidinone are intermediates in alkaloid syntheses. [1]
Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position. After much controversy during the 1950s–1970s, the equatorial conformation was found to be more stable by 0.72 kcal/mol in the gas phase. [ 20 ]
The tert-butyloxycarbonyl protecting group or tert-butoxycarbonyl protecting group [1] (BOC group) is an acid-labile protecting group used in organic synthesis. The BOC group can be added to amines under aqueous conditions using di- tert -butyl dicarbonate in the presence of a base such as sodium hydroxide :
N-Phenethyl-4-piperidinone (NPP) is a derivative of 4-piperidinone with the molecular formula C 13 H 17 NO. It is used as an intermediate in the manufacture of chemicals and pharmaceutical drugs such as fentanyl .
The synthesis of 6-acetyl-1,2,3,4-tetrahydropyridine, an important bread aroma compound, starting from 2-piperidone was accomplished using t-boc anhydride. [14] See Maillard reaction ). The first step in this reaction sequence is the formation of the carbamate from the reaction of the amide nitrogen with boc anhydride in acetonitrile using DMAP ...
[1] It consists of a piperidine ring with a carboxylic acid moiety in the iso position (and as such is also known as "4-piperidinecarboxylic acid"). References
4-Pyridone exists a keto-enol tautomerism with its enol tautomer 4-hydroxypyridine. In solution, the keto tautomer is favoured, [4] and the enol tautomer only becomes important in very dilute solutions or solutions of non-polar solvents.
1-(4-bromophenyl)propan-1-one substituted cathinones and substituted amphetamines: 1-(4-chlorophenyl)propan-1-one substituted cathinones and substituted amphetamines: 1-(4-methylphenyl)propan-1-one substituted cathinones and substituted amphetamines: Carbonyldiimidazole: LSD: 1,1-Dichloro-1-fluoroethane: solvent N-benzyl-4-piperidone fentanyl ...