Water → C-(1-Benzyl-4-phenyl-piperazin-2-yl)-methylamine

HRID 728910Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 728910
[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:9]([C:20]([NH2:22])=O)[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1.C(Cl)Cl.CO>[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:9]([CH2:20][NH2:22])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

7

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 109900971-Benzyl-4-phenyl-piperazine-2-carboxamideHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 11044210C-(1-Benzyl-4-phenyl-piperazin-2-yl)-methylamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 21226129Dichloromethane methanolLösungsmittel

Versuchsvorschrift

To 4-phenyl-1-(phenylmethyl)-2-piperazinecarboxamide (28.5 g, 96 mmol) dissolved in tetrahydrofuran (220 mL) add lithium aluminum hydride (9.0 g,0.24 mol) portionwise. Stir and heat the reaction to reflux. Monitor the progress of the reaction by thin-layer chromatography. Upon completion, slowly add water (9 mL), 2N NaOH (9 ml), and H2O (27 mL). Suction filter the slurry through celite and wash the pad with ethyl acetate (500 mL). Remove the solvent in vacuo to give a brown oil. Flash chromatograph the oil on silica (400 g) with 19/1 CH2Cl2 /MeOH to give the title compound.

Aufarbeitung

  1. temperatureheat
  2. customthe reaction
  3. temperatureto reflux
  4. customMonitor the progress of the reaction by thin-layer chromatography
  5. filtrationSuction filter the slurry through celite
  6. washwash the pad with ethyl acetate (500 mL)
  7. customRemove the solvent in vacuo
  8. customto give a brown oil

Quellen und Nachweise

ORD-Eintrag
ord-bbc730e13d2b45689e2655626dd1ad14
Quelldatensatz
uspto-grants-1991_09
Patentnummer
US05051422

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