Piperazine → 1-(Pent-4-yn-1-yl)piperazine

HRID 417864Notes

Reaction equation

HRID 417864 reaction equation
CS(O[CH2:6][CH2:7][CH2:8][C:9]#[CH:10])(=O)=O.[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1>CCO>[CH2:6]([N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)[CH2:7][CH2:8][C:9]#[CH:10]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 12476209Pent-4-yn-1-yl methanesulfonate

Product 1

HCID 866082211-(Pent-4-yn-1-yl)piperazineYield 24%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of pent-4-ynyl methanesulfonate (19.55 g) and piperazine (41.5 g) in EtOH (80 mL) was heated to reflux for 1 h, and evaporated. The residue was taken in NaOH 2M (70 mL) and extracted with Et2O (70 mL). Evaporation gave 1-(pent-4-ynyl)piperazine (4.4 g).

Workup

  1. temperatureto reflux for 1 h
  2. customevaporated
  3. extractionextracted with Et2O (70 mL)
  4. customEvaporation

Sources & evidence

ORD record
ord-15d9f177399c4641b7ea0d4e41f8d113
Source dataset
uspto-grants-2012_01
Patent number
US08093229B2

Reaction notes

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