Cyclohexene → 1-Nonylpiperazine

HRID 1450188Notes

Reaction equation

HRID 1450188 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:10][CH2:9]1)C1C=CC=CC=1.C1CCCCC=1>C(O)C.[OH-].[OH-].[Pd+2]>[CH2:14]([N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

5

Reactant 2

HCID 8079CyclohexeneHCID 189404201-Benzyl-4-nonylpiperazine

Product 1

HCID 27370981-Nonylpiperazine

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-benzyl-4-nonylpiperazine (0.54 g, 1.80 mmol) (prepared by reacting 1-benzylpiperazine, Aldrich, with 1-bromononane, Aldrich, and Nail in DMF), palladium hydroxide on carbon (0.14 g) and cyclohexene (7 mL) in ethanol (15 mL) was heated at reflux overnight. After filtration, the filtrate was concentrated in vacuo to dryness to give the title compound as an oil, 0.38 g, 100%.

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. filtrationAfter filtration
  4. concentrationthe filtrate was concentrated in vacuo to dryness

Sources & evidence

ORD record
ord-a7013cb9df7047419fcad36f4ddeb0c2
Source dataset
uspto-grants-1997_02
Patent number
US05602121

Reaction notes

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