1-[2-(4-Nitrophenyl)ethyl]piperidine → 4-(2-(Piperidin-1-yl)ethyl)aniline

HRID 1277024Notes

Reaction equation

HRID 1277024 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[CH:6][CH:5]=1)([O-])=O>C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[CH:6][CH:5]=1

Participants

3

Reactant 1

HCID 2205731-[2-(4-Nitrophenyl)ethyl]piperidine

Product 1

HCID 107034004-(2-(Piperidin-1-yl)ethyl)anilineYield 100.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In ethanol (100 ml) was dissolved 1-[2-(4-nitrophenyl)ethyl]piperidine (24.8 g), and to the mixture was added dried 10% palladium on carbon(1.24 g). Under hydrogen atmosphere, the mixture was stirred at room temperature under atmospheric pressure for 86 hours. The palladium was filtered off, and the filtrate was concentrated to give 1-[2-(4-aminophenyl)ethyl]-piperidine (21.7 g) as pale brown oil.

Workup

  1. additionto the mixture was added
  2. dry with materialdried 10% palladium on carbon(1.24 g)
  3. filtrationThe palladium was filtered off
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-283da6d0723b47458453671459b96a32
Source dataset
uspto-grants-2000_12
Patent number
US06166006

Reaction notes

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