Benzoyl chloride → 1-[4-(4-Benzoylpiperazin-1-yl)phenyl]ethanone

HRID 885861

Reaktionsgleichung

Reaktionsgleichung von HRID 885861
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:10]1([C:16]2[CH:21]=[CH:20][C:19]([C:22](=[O:24])[CH3:23])=[CH:18][CH:17]=2)[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1>C(Cl)Cl>[C:1]([N:13]1[CH2:12][CH2:11][N:10]([C:16]2[CH:17]=[CH:18][C:19]([C:22](=[O:24])[CH3:23])=[CH:20][CH:21]=2)[CH2:15][CH2:14]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 7412Benzoyl chlorideHCID 97269Piperazin-4-ylacetophenone

Produkt 1

HCID 12451881-[4-(4-Benzoylpiperazin-1-yl)phenyl]ethanoneAusbeute 90,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

Benzoyl chloride (0.341 ml, 2.94 mmol) was added dropwise to a stirred mixture of 1-(4-piperazin-1-yl-phenyl)-ethanone (500 mg, 2.45 mmol) and TEA (0.681 ml, 4.9 mmol) in DCM (25 ml). The resulting solution was stirred overnight at room temperature, then diluted with DCM and washed with water, with NaHCO3 (5% in H2O) and finally with citric acid (20% in H2O). The organic phase was dried over Na2SO4 and evaporated in vacuo. The resulting solid was triturated with di-isopropylether and filtered to give 687 mg of 1-[4-(4-benzoyl-piperazin-1-yl)-phenyl]-ethanone.

Aufarbeitung

  1. washwashed with water, with NaHCO3 (5% in H2O) and finally with citric acid (20% in H2O)
  2. dry with materialThe organic phase was dried over Na2SO4
  3. customevaporated in vacuo
  4. customThe resulting solid was triturated with di-isopropylether
  5. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-56f1b21b68304fcba970fb832ef0771c
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08242175B2

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