2-Acetoxybenzoyl chloride → 4-Diethylaminoethyl-3-phenyl-1-(o-acetoxy benzoyl)piperazine piperazine

HRID 1581015Notes

Reaction equation

HRID 1581015 reaction equation
C(N(CC)[CH:4]([N:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH:7]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH3:5])C.[C:20]([O:23][C:24]1[C:25](=[CH:29][CH:30]=[CH:31][CH:32]=1)[C:26](Cl)=[O:27])(=[O:22])[CH3:21]>C(C(C)=O)C>[NH:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.[CH2:4]([N:6]([CH2:5][CH2:4][N:6]1[CH2:11][CH2:10][N:9]([C:26](=[O:27])[C:25]2[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=2[O:23][C:20](=[O:22])[CH3:21])[CH2:8][CH:7]1[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH2:7][CH3:8])[CH3:5]

Participants

4

Reactant 2

HCID 796682-Acetoxybenzoyl chlorideHCID 21448529HCID 21448529, compound

Product 1

HCID 681366134-Diethylaminoethyl-3-phenyl-1-(o-acetoxy benzoyl)piperazine piperazine

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent2×

Procedure

4-Diethylaminoethyl-3-phenyl-1-(o-acetoxy benzoyl)piperazine piperazine is prepared by boiling under reflux 15 g. of 1-diethylaminoethyl-2-phenyl-piperazine dissolved in 100 ml. of methyl ethyl ketone with 11 g. of acetyl salicylic acid chloride dissolved in 50 ml. methyl ethyl ketone, for 6 hours. The solvent is removed by distillation. The residue is dissolved in water. The aqueous solution is extracted with benzene. Ammonia is added to the aqueous layer until its reaction is alkaline and the thus precipitated oil is extracted with benzene. The benzene extract is dried by means of potassium carbonate and the benzene is distilled off. The residue is distilled in a vacuum. Boiling point: 190° C./0.01 mm. (bath temperature). Light yellow, viscous oil.

Workup

  1. temperatureunder reflux 15 g
  2. customThe solvent is removed by distillation
  3. dissolutionThe residue is dissolved in water
  4. extractionThe aqueous solution is extracted with benzene
  5. additionAmmonia is added to the aqueous layer until its reaction
  6. extractionthe thus precipitated oil is extracted with benzene
  7. extractionThe benzene extract
  8. dry with materialis dried by means of potassium carbonate
  9. distillationthe benzene is distilled off
  10. distillationThe residue is distilled in a vacuum

Sources & evidence

ORD record
ord-e7cbe7b1e66d440a941c0463a50de314
Source dataset
uspto-grants-1976_01
Patent number
US03935214

Reaction notes

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