HCID 11558165, compound → 2-Propanone, 1-(1-piperazinyl)-

HRID 1668689Notes

Reaction equation

HRID 1668689 reaction equation
[C:1]([CH2:4][N:5]1[CH2:10][CH2:9][N:8](C(OCC2C=CC=CC=2)=O)[CH2:7][CH2:6]1)(=[O:3])[CH3:2]>[Pd].C(O)C>[C:1]([CH2:4][N:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 11558165HCID 11558165, compound

Product 1

HCID 116798342-Propanone, 1-(1-piperazinyl)-Yield 80%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

10% Palladium-on-charcoal catalyst (0.3 g) was added to a solution of benzyl 4-(acetylmethyl)-1-piperazinecarboxylate (3.7 g) in ethanol (45 ml). The reaction mixture was stirred under hydrogen at 3 atmospheres pressure for 1.5 hours. The catalyst was removed by filtration and the solvent removed from the filtrate by evaporation. The residue was purified by flash chromatography using dichloromethane/methanol saturated with ammonia (3.5 M) (97/3). Evaporation of the solvent gave 1-(acetylmethyl)piperazine (1.5 g, 80%) as a yellow oil.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent removed from the filtrate by evaporation
  3. customThe residue was purified by flash chromatography
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-dd8cb76623bf4354b6418556ada73599
Source dataset
uspto-grants-2011_08
Patent number
US07989460B2

Reaction notes

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