Iodoethane → HCID 17769794, compound

HRID 928043Notes

Reaction equation

HRID 928043 reaction equation
[O:1]=[C:2]1[CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.I[CH2:9][CH3:10].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:9]([N:6]1[CH2:5][CH2:4][NH:3][C:2](=[O:1])[CH2:7]1)[CH3:10]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 231360Piperazin-2-one

Product 1

HCID 17769794HCID 17769794, compoundYield 72.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
55 °C

Procedure

A mixture of 2-oxopiperazine (1.07 g), iodoethane (1.72 g) and potassium carbonate (2.76 g) in acetonitrile (50 mL) was stirred at 55° C. for 3 hours. After cooling, the mixture was filtered and the filtrate was concentrated in vacuo. The residue was triturated with DCM and filtered and the filtrate was concentrated in vacuo. The residue was purified by chromatography on silica, eluting with a mixture of methanol and DCM with a gradient of 0-40% to give 4-ethylpiperazin-2-one (0.991 g) as a colourless oil.

Workup

  1. temperatureAfter cooling
  2. filtrationthe mixture was filtered
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe residue was triturated with DCM
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated in vacuo
  7. customThe residue was purified by chromatography on silica
  8. washeluting with a mixture of methanol and DCM with a gradient of 0-40%

Sources & evidence

ORD record
ord-d4da75371a824ae39e32844713db6a5a
Source dataset
uspto-grants-2016_03
Patent number
US09290472B2

Reaction notes

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