Acetic Anhydride → 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone

HRID 27725

Reaktionsgleichung

Reaktionsgleichung von HRID 27725
Br.Br.[N:3]1([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.[C:16](OC(=O)C)(=[O:18])[CH3:17].C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[C:16]([N:6]1[CH2:5][CH2:4][N:3]([C:9]2[CH:10]=[CH:11][C:12]([OH:15])=[CH:13][CH:14]=2)[CH2:8][CH2:7]1)(=[O:18])[CH3:17]

Komponenten

5

Edukt 3

HCID 7918Acetic AnhydrideHCID 11430Potassium CarbonateHCID 2723591p-(1-Piperazinyl)phenol dihydrobromide

Produkt 1

HCID 7124411-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of 33.8 parts of 4-(1-piperazinyl)-phenol dihydrobromide, 11.2 parts of acetic acid anhydride, 42 parts of potassium carbonate and 300 parts of 1,4-dioxane is stirred and refluxed for 3 days. The reaction mixture is filtered and the filtrate is evaporated. The solid residue is stirred in water and sodium hydrogen carbonate is added. The whole is stirred for 30 minutes. The precipitated product is filtered off and dissolved in a diluted hydrochloric acid solution. The solution is extracted with trichloromethane. The acid aqueous phase is separated and neutralized with ammonium hydroxide. The product is filtered off and crystallized from ethanol, yielding 5.7 parts of 1-acetyl-4-(4-hydroxyphenyl)piperazine; mp. 181.3° C.

Aufarbeitung

  1. temperaturerefluxed for 3 days
  2. filtrationThe reaction mixture is filtered
  3. customthe filtrate is evaporated
  4. stirringThe solid residue is stirred in water
  5. additionsodium hydrogen carbonate is added
  6. stirringThe whole is stirred for 30 minutes
  7. filtrationThe precipitated product is filtered off
  8. dissolutiondissolved in a diluted hydrochloric acid solution
  9. extractionThe solution is extracted with trichloromethane
  10. customThe acid aqueous phase is separated
  11. filtrationThe product is filtered off
  12. customcrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-d4bbafb5b66547a6989a439cfdfa20d9
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04223036

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