1-(2-Hydroxyethyl)piperazine → HCID 43592166, Verbindung

HRID 1854701Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1854701
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4](F)[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[OH:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>CN(C)C=O.C(OCC)(=O)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([N:23]2[CH2:24][CH2:25][N:20]([CH2:19][CH2:18][OH:17])[CH2:21][CH2:22]2)[CH:3]=1

Komponenten

6

Edukt 3

HCID 76771-(2-Hydroxyethyl)piperazineHCID 11430Potassium CarbonateHCID 1435174-Bromo-2-fluorobenzaldehyde

Produkt 1

HCID 43592166HCID 43592166, VerbindungAusbeute 49 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

To a suspension of 4-bromo-2-fluorobenzaldehyde (281 μL, 2.37 mmol) and potassium carbonate (328 mg, 2.37 mmol) in 5 mL of dry N,N-dimethylformamide was added 4-(2-hydroxyethyl)piperazine (463 mg, 3.56 mmol) at room temperature. After being stirred at 110° C. for 12 h, the reaction mixture was diluted with ethyl acetate. The solution was washed with water, saturated NaHCO3 aqueous solution, brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (chloroform/methanol=98/2 to 90/10) to obtain the title compound as a pale yellow powder (364 mg, 49%).

Aufarbeitung

  1. washThe solution was washed with water, saturated NaHCO3 aqueous solution, brine
  2. dry with materialdried over MgSO4
  3. filtrationAfter filtration
  4. concentrationthe filtrate was concentrated in vacuo
  5. customthe residue was purified by silica gel column chromatography (chloroform/methanol=98/2 to 90/10)

Quellen und Nachweise

ORD-Eintrag
ord-fcb880fc26c340148925f0ad58e6e136
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08962674B2

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