1-Phenylpiperazine → 1-(But-3-yn-1-yl)-4-phenylpiperazine

HRID 375534Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 375534
C(OS([C:9]1[CH:14]=[CH:13][C:12](C)=[CH:11][CH:10]=1)(=O)=O)CC#C.[C:16]1([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)C=C[CH:19]=[CH:18][CH:17]=1.C(=O)(O)[O-].[Na+]>CN(C)C=O>[CH2:16]([N:22]1[CH2:27][CH2:26][N:25]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:24][CH2:23]1)[CH2:17][C:18]#[CH:19]

Komponenten

5

Edukt 3

HCID 70961-PhenylpiperazineHCID 2720203-Butynyl p-toluenesulfonateHCID 516892Sodium Bicarbonate

Produkt 1

HCID 189930381-(But-3-yn-1-yl)-4-phenylpiperazineAusbeute 78,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of but-3-ynyl-p-toluenesulfonate (8.97 g), 1-phenylpiperazine (6.49 g) and sodium bicarbonate (3.7 g) in dimethylformamide (100 mL) is stirred at 80° C. for 14 hours. The solvent is evaporated and the residue dissolved in dichloromethane, washed with water and dried over MgSO4. The solution is filtered through silica gel and the product eluted with 10% ethyl acetate/hexanes to give 6.76 g of the title compound as a white solid.

Aufarbeitung

  1. customThe solvent is evaporated
  2. dissolutionthe residue dissolved in dichloromethane
  3. washwashed with water
  4. dry with materialdried over MgSO4
  5. filtrationThe solution is filtered through silica gel
  6. washthe product eluted with 10% ethyl acetate/hexanes

Quellen und Nachweise

ORD-Eintrag
ord-1b1257d60573427cb265f52a07432601
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05486517

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