Potassium Carbonate → 7-(4-p-Tolyl-piperazin-1-ylmethyl)-chromen-2-one

HRID 581708

Reaktionsgleichung

Reaktionsgleichung von HRID 581708
BrC[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[O:9][C:8](=[O:13])[CH:7]=[CH:6]2.Cl.Cl.[C:16]1([CH3:28])[CH:21]=[CH:20][C:19]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[CH:18][CH:17]=1.[C:29](=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:16]1([CH3:28])[CH:17]=[CH:18][C:19]([N:22]2[CH2:23][CH2:24][N:25]([CH2:29][C:12]3[CH:11]=[C:10]4[C:5]([CH:6]=[CH:7][C:8](=[O:13])[O:9]4)=[CH:4][CH:3]=3)[CH2:26][CH2:27]2)=[CH:20][CH:21]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 831121-(p-Tolyl)piperazine dihydrochlorideHCID 105141316-Bromomethyl-chromen-2-one

Produkt 1

HCID 99495547-(4-p-Tolyl-piperazin-1-ylmethyl)-chromen-2-oneAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 6-bromomethyl coumarin (0.5 g, 2.09 mmol), 4-tolylpiperazine dihydrochloride (0.51 g, 2.53 mmol) and potassium carbonate (2 g, 14.5 mmol) in acetonitrile (100 mL) was heated under reflux for 18 hours. The cooled mixture was filtered and concentrated under vacuum to provide a solid. Recrystallization from ethyl acetate provided the product as plates (0.45 g, 64% yield), mp 154-155° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 18 hours
  3. filtrationThe cooled mixture was filtered
  4. concentrationconcentrated under vacuum
  5. customto provide a solid
  6. customRecrystallization from ethyl acetate
  7. customprovided the product as plates (0.45 g, 64% yield), mp 154-155° C.

Quellen und Nachweise

ORD-Eintrag
ord-105eb17341314864bb8a29af18a87b74
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05922719

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