Benzaldehyde → N-(phenylmethylene)piperidine-4-amine

HRID 1891307Notes

Reaction equation

HRID 1891307 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:9][CH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1>C1(C)C=CC=CC=1>[C:2]1([CH:1]=[N:9][CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 4243614-Piperidinamine

Product 1

HCID 23084189N-(phenylmethylene)piperidine-4-amineYield 82.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Benzaldehyde (21.2 g; 0.2 mol) was added, dropwise, to a solution of 4-aminopiperidine (20 g; 0.2 mol) in toluene (80 ml). The solution thus obtained was stirred at room temperature. After 3 h the solvent was removed by evaporation at reduced pressure and the residue was taken up twice with toluene. 31 g N-(phenylmethylene)piperidine-4-amine was thus obtained, and was used in the subsequent reactions without further purification.

Workup

  1. customThe solution thus obtained
  2. customAfter 3 h the solvent was removed by evaporation at reduced pressure

Sources & evidence

ORD record
ord-9c0dd46044c948899ecd541d568390bb
Source dataset
uspto-grants-2013_08
Patent number
US08507528B2

Reaction notes

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