Triethylamine → 1-(4-Nitrophenyl)piperidin-4-one

HRID 750895Notes

Reaction equation

HRID 750895 reaction equation
Cl.[NH:2]1[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]1.C(N(CC)CC)C.F[C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=1>C(Cl)(Cl)Cl>[O:8]=[C:5]1[CH2:6][CH2:7][N:2]([C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=2)[CH2:3][CH2:4]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9590p-FluoronitrobenzeneHCID 30848514-Piperidone hydrochloride

Product 1

HCID 38425621-(4-Nitrophenyl)piperidin-4-oneYield 80%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The mixture of 4-piperidone hydrochloride (0.851 mol), triethylamine (1.70 mol), 4-fluoronitrobenzene (0.851 mol) in 800 ml chloroform was heated under reflux for 16 hours. The solvent was removed under vacuum and to the residue water (1 liter) was added and the precipitate was filtered to afford 4-[4-oxo-piperidin-1-yl]-nitrobenzene in 80% yield.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 16 hours
  3. customThe solvent was removed under vacuum and to the residue water (1 liter)
  4. additionwas added
  5. filtrationthe precipitate was filtered

Sources & evidence

ORD record
ord-1001ed4fe9fc46c09dd1138e2981da30
Source dataset
uspto-grants-2008_07
Patent number
US07405228B2

Reaction notes

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