Piperazine → 1-(Cyclopenten-3-yl) piperazine

HRID 1089208Notes

Reaction equation

HRID 1089208 reaction equation
Cl[CH:2]1[CH2:6][CH2:5][CH:4]=[CH:3]1.[NH:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1>CO>[CH:4]1[CH2:5][CH2:6][CH:2]([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:3]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 72973-Chlorocyclopent-1-ene

Product 1

HCID 148395801-(Cyclopenten-3-yl) piperazineYield 21.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-chlorocyclopentene (306 mmoles, 36.9 g) was added dropwise to a solution of anhydrous piperazine (496 mmoles, 36.9 g) in dry methanol (350 mL) at -13° C. The final solution was stirred at -13° C. for 15 minutes and at room temperature for one hour. The solvent was evaporated to dryness, and the residue was first taken up with chloroform and then filtered to eliminate the precipitate. After elimination of chloroform by evaporation the filtrate give 10 g of 1-(cyclopenten-3-yl) piperazine (yellow oil).

Workup

  1. customThe solvent was evaporated to dryness
  2. filtrationfiltered
  3. customAfter elimination of chloroform by evaporation the filtrate

Sources & evidence

ORD record
ord-350565ac2501422196405b006a10b36c
Source dataset
uspto-grants-1990_10
Patent number
US04965273

Reaction notes

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