HCID 12254862, compound → 3-(1-Piperidinylmethyl)aniline

HRID 1277022Notes

Reaction equation

HRID 1277022 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:14]=[CH:15][CH:16]=1)[CH2:7][N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)([O-])=O>C(O)C>[NH2:1][C:4]1[CH:5]=[C:6]([CH:14]=[CH:15][CH:16]=1)[CH2:7][N:8]1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1

Participants

3

Reactant 1

HCID 12254862HCID 12254862, compound

Product 1

HCID 64843313-(1-Piperidinylmethyl)anilineYield 56.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In ethanol (100 ml) was dissolved 1-(3-nitrobenzyl)-piperidine (32.2 g), and to the mixture was added dried 10% palladium on carbon (1.61 g). Under hydrogen atmosphere, the mixture was stirred at room temperature under atmospheric pressure for 24 hours. The palladium was filtered off, and the filtrate was concentrated. The residue was recrystallized from diisopropylether-hexane to give 1-(3-aminobenzyl)piperidine (15.8 g) as colorless crystals.

Workup

  1. additionto the mixture was added
  2. dry with materialdried 10% palladium on carbon (1.61 g)
  3. filtrationThe palladium was filtered off
  4. concentrationthe filtrate was concentrated
  5. customThe residue was recrystallized from diisopropylether-hexane

Sources & evidence

ORD record
ord-70bbba355d7540dd9727af92c9c3b54f
Source dataset
uspto-grants-2000_12
Patent number
US06166006

Reaction notes

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