Benzyl Bromide → (S)-1-Benzyl-3-methylpiperazine

HRID 1057399Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1057399
[CH3:1][C@H:2]1[CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.[CH2:8](Br)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:8]([N:6]1[CH2:5][CH2:4][NH:3][C@@H:2]([CH3:1])[CH2:7]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 27342192-Methylpiperazine, (S)-

Produkt 1

HCID 6923224(S)-1-Benzyl-3-methylpiperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

(S)-(+)-2-Methylpiperazine (2.63 g), benzylbromide (3.12 ml) and potassium carbonate (5.4 g) were heated together in acetonitrile (120 ml) at 40° C. for 3 days. The mixture was evaporated to dryness in vacuo and the residue partitioned between aqueous sodium bicarbonate solution and ethyl acetate. The organic phase was separated, dried (magnesium sulphate) and evaporated to dryness in vacuo. The residue was purified by column chromatography over silica gel using gradient elution (95/510 to 92/7/1 dichloromethane/methanol/ammonium hydroxide) to afford the title compound as a solid, 1.12 g.

Aufarbeitung

  1. customThe mixture was evaporated to dryness in vacuo
  2. customthe residue partitioned between aqueous sodium bicarbonate solution and ethyl acetate
  3. customThe organic phase was separated
  4. dry with materialdried (magnesium sulphate)
  5. customevaporated to dryness in vacuo
  6. customThe residue was purified by column chromatography over silica gel using gradient elution (95/510 to 92/7/1 dichloromethane/methanol/ammonium hydroxide)

Quellen und Nachweise

ORD-Eintrag
ord-60f18218af7c44e1bd2bc66e0d33e391
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06514975B1

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