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

HRID 1387777Notes

Reaction equation

HRID 1387777 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-nitro-phenyl)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-2f7e5b73d4f44948a0da2da38fb7e94f
Source dataset
uspto-grants-2001_07
Patent number
US06268354B1

Reaction notes

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