1-Phenylpiperazine → 2-[3-(4-Phenyl-piperazin-1-yl)-propyl]-isoindole-1,3-dione

HRID 1284629

Reaktionsgleichung

Reaktionsgleichung von HRID 1284629
Br[CH2:2][CH2:3][CH2:4][N:5]1[C:9](=[O:10])[C:8]2=[CH:11][CH:12]=[CH:13][CH:14]=[C:7]2[C:6]1=[O:15].[C:16]1([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:16]1([N:22]2[CH2:27][CH2:26][N:25]([CH2:2][CH2:3][CH2:4][N:5]3[C:9](=[O:10])[C:8]4=[CH:11][CH:12]=[CH:13][CH:14]=[C:7]4[C:6]3=[O:15])[CH2:24][CH2:23]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 70961-PhenylpiperazineHCID 11430Potassium CarbonateHCID 21611N-3-Bromopropylphthalimide

Produkt 1

HCID 64248092-[3-(4-Phenyl-piperazin-1-yl)-propyl]-isoindole-1,3-dioneAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To the solution of N-(3-bromopropyl)phthalimide (15.6 g) in acetone (150 ml) were added 1-phenylpiperazine (10.4 g) and potassium carbonate (12.0 g). The resulting mixture was refluxed with stirring for 4.5 hours. The reaction mixture was cooled and then filtered. The filter cake was washed with acetone. The filtrate and washing were combined and evaporated under reduced pressure. The residue was recrystallized from ethanol to give an oil of N-[3-(4-phenyl-1-piperazinyl)propyl]phthalimide (18.3 g), mp 129° to 134° C.

Aufarbeitung

  1. temperatureThe resulting mixture was refluxed
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. washThe filter cake was washed with acetone
  5. washThe filtrate and washing
  6. customevaporated under reduced pressure
  7. customThe residue was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-4e6c4edf18264675b7f9d656e5be5178
Quelldatensatz
uspto-grants-1986_01
Patentnummer
US04563524

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