Piperazine → 1-(3-Phenoxypropyl)piperazine

HRID 1704738Notes

Reaction equation

HRID 1704738 reaction equation
[O:1]([CH2:8][CH2:9][CH2:10]Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I-].[Na+].[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1>C(C(C)=O)C>[O:1]([CH2:8][CH2:9][CH2:10][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 5238Sodium IodideHCID 76917(3-Chloropropoxy)benzene

Product 1

HCID 27603511-(3-Phenoxypropyl)piperazine

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 3-phenoxy-1-chloro-propane (1 mole), sodium iodide (1 mole) and anhydrous piperazine (4 moles) is added to methyl ethyl ketone (1000 ml). The mixture is refluxed during 24 hours, with stirring. The solvent is removed in vacuo over a water-bath and the residue is poured over water. The aqueous phase is extracted with methylene chloride and then washed twice with water. The solvent is removed and the residual oil is distilled. B.p. = 115° C./0.05 mm Hg.

Workup

  1. temperatureThe mixture is refluxed during 24 hours
  2. customThe solvent is removed in vacuo over a water-bath
  3. additionthe residue is poured over water
  4. extractionThe aqueous phase is extracted with methylene chloride
  5. washwashed twice with water
  6. customThe solvent is removed
  7. distillationthe residual oil is distilled

Sources & evidence

ORD record
ord-a897abe70a884bb6b1ae9a4fce5e6c8e
Source dataset
uspto-grants-1978_11
Patent number
US04127661

Reaction notes

Loading…