4-Piperidinecarboxamide → 1-Benzylpiperidine-4-carboxamide

HRID 2371903Notes

Reaction equation

HRID 2371903 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([NH2:9])=[O:8])[CH2:3][CH2:2]1.C(=O)(O)[O-].[Na+].Br[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C1(C)C=CC=CC=1>[C:17]1([CH2:16][N:1]2[CH2:6][CH2:5][CH:4]([C:7]([NH2:9])=[O:8])[CH2:3][CH2:2]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 37724-PiperidinecarboxamideHCID 7498Benzyl BromideHCID 516892Sodium Bicarbonate

Product 1

HCID 7831561-Benzylpiperidine-4-carboxamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

123.0 g (0.96 mol) of 4-piperidinecarboxamide and 90.8 g (1.08 mol) of sodium bicarbonate are introduced under an argon atmosphere into 2 1 of dry toluene. 180.6 g, equivalent to 125.6 ml (1.056 mol), of bromomethylbenzene are added, and the mixture is heated under reflux for 5 h.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 5 h.

Sources & evidence

ORD record
ord-41ef9a87cb5e42eab535d022bb0dbc2e
Source dataset
uspto-grants-1992_03
Patent number
US05096900

Reaction notes

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