Cyclohexane → 1-(Methylsulfonyl)piperazine

HRID 2180150Notes

Reaction equation

HRID 2180150 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([S:14]([CH3:17])(=[O:16])=[O:15])[CH2:10][CH2:9]1)C1C=CC=CC=1.C1CCCCC1>C(O)C.[OH-].[OH-].[Pd+2]>[CH3:17][S:14]([N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)(=[O:16])=[O:15]

Participants

5

Reactant 2

HCID 8078CyclohexaneHCID 7795071-Benzyl-4-methanesulfonyl-piperazine

Product 1

HCID 7091611-(Methylsulfonyl)piperazineYield 98.2%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A suspension of 1-benzyl-4-methylsulfonylpiperazine (2.5 g, 9.8 mmol) and cyclohexane (30 ml) in ethanol (70 ml) containing 20% palladium hydroxide on carbon (500 mg) was stirred at 80° C. for 4 hours. The mixture was cooled, filtered and the filtrate was evaporated to give 1-methylsulfonylpiperazine (1.58 g, 98%).

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-da0cb74559c940c19fe510a6d1b84d00
Source dataset
uspto-grants-2005_05
Patent number
US06887874B2

Reaction notes

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