1-Acetyl-4-(4-nitrophenyl)piperazine → 1-[4-(4-Aminophenyl)piperazin-1-yl]ethan-1-one

HRID 871853Notes

Reaction equation

HRID 871853 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([C:16](=[O:18])[CH3:17])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:11][CH2:12][N:13]([C:16](=[O:18])[CH3:17])[CH2:14][CH2:15]2)=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 28651491-Acetyl-4-(4-nitrophenyl)piperazineHCID 178418361HCID 178418361, compound

Product 1

HCID 7362691-[4-(4-Aminophenyl)piperazin-1-yl]ethan-1-oneYield 61%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3.0 g (12.04 mmol) of the product prepared in step 8.1 in 40 mL of ethyl acetate are placed in a hydrogenation autoclave, and 0.15 g of 10% palladium-on-charcoal are added, under an inert atmosphere. The mixture is stirred at a hydrogen pressure of 5 bar at room temperature. After filtering through Celite and evaporating under reduced pressure, 1.6 g of the expected product are obtained in the form of a beige-coloured solid, which is used as obtained in the following step. Yield=61%.

Workup

  1. additionare added, under an inert atmosphere
  2. filtrationAfter filtering through Celite
  3. customevaporating under reduced pressure, 1.6 g of the expected product
  4. customare obtained in the form of a beige-coloured solid, which
  5. customas obtained in the following step

Sources & evidence

ORD record
ord-602011dd1d644a9194a7d609d9c7532c
Source dataset
uspto-grants-2015_03
Patent number
US08975250B2

Reaction notes

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