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

HRID 2228040Notes

Reaction equation

HRID 2228040 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-1966d76580e3493d88a69eee6429d1a3
Source dataset
uspto-grants-2002_07
Patent number
US06413947B1

Reaction notes

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