Cyclohexanone → HCID 17906154, compound

HRID 912402Notes

Reaction equation

HRID 912402 reaction equation
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:8][N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.[H][H]>S(=O)(=O)(O)O.[Pd].C(O)C>[CH3:8][N:9]1[CH2:14][CH2:13][N:12]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH2:11][CH2:10]1

Participants

7

Reactant 3

HCID 7967CyclohexanoneHCID 531671-MethylpiperazineHCID 178418361HCID 178418361, compound

Product 1

HCID 17906154HCID 17906154, compound

Reagents, catalysts & solvents 3

HCID 1118Sulfuric AcidCatalystHCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A 100 mL flask was charged with 7.36 g of cyclohexanone, 7.81 g of 1-methylpiperazine, 100 mL of anhydrous ethanol and 3 drops of concentrated sulfuric acid. After refluxing for 30 minutes the reaction mixture was cooled and stirred at room temperature overnight. Then a catalytic amount of Pd/C, typically 5 mol % was added and a balloon filled with hydrogen gas was attached. After stirring for 2 days the reaction mixture was filtered through Celite and concentrated to give 1-methyl-4-cyclohexylpiperazine.

Workup

  1. temperatureAfter refluxing for 30 minutes the reaction mixture
  2. temperaturewas cooled
  3. stirringAfter stirring for 2 days the reaction mixture
  4. filtrationwas filtered through Celite
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-542a4cc17b0d4257800b9279c9034333
Source dataset
uspto-grants-2011_09
Patent number
US08025863B2

Reaction notes

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