Piperazine → HCID 23468627, compound

HRID 1704734Notes

Reaction equation

HRID 1704734 reaction equation
CS(O[CH:6]([CH3:15])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=O)=O.[NH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[O:8]([CH2:7][CH:6]([N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)[CH3:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 11430Potassium CarbonateHCID 218874181-Phenoxy-2-propyl methane sulfonate

Product 1

HCID 23468627HCID 23468627, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1-Phenoxy-2-propyl methane sulfonate (1 mole), anhydrous piperazine (4 moles) and potassium carbonate (2 moles) are added to 1000 ml methyl ethyl ketone. The mixture is refluxed during 45 hours, with stirring. The solvent is removed in vacuo and the residue is taken up into water and ether. The ethereal phase is again treated with a dilute aqueous hydrochloric acid solution and the aqueous phase is evaporated off. The resulting oil is taken up into a minimum amount of water. Sodium hydroxide (30 g) is added thereto, after which the material is extracted twice with ether. The ether is removed and the residual oil is distilled. B.p. = 104°-105° C./0.1 mm Hg. N.M.R.: consistent.

Workup

  1. temperatureThe mixture is refluxed during 45 hours
  2. customThe solvent is removed in vacuo
  3. additionThe ethereal phase is again treated with a dilute aqueous hydrochloric acid solution
  4. customthe aqueous phase is evaporated off
  5. additionSodium hydroxide (30 g) is added
  6. extractionafter which the material is extracted twice with ether
  7. customThe ether is removed
  8. distillationthe residual oil is distilled

Sources & evidence

ORD record
ord-6edb9c614fd0489d84b7c7139e26de2f
Source dataset
uspto-grants-1978_11
Patent number
US04127661

Reaction notes

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