4-Fluorobenzyl chloride → (r)-1-(4-Fluorobenzyl)-3-methylpiperazine

HRID 11624

Reaktionsgleichung

Reaktionsgleichung von HRID 11624
[CH3:1][C@@H:2]1[CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.[F:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13]Cl)=[CH:11][CH:10]=1.C(=O)([O-])O.[Na+]>C(O)C>[F:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][N:6]2[CH2:5][CH2:4][NH:3][C@H:2]([CH3:1])[CH2:7]2)=[CH:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 96024-Fluorobenzyl chlorideHCID 516892Sodium BicarbonateHCID 73304342-Methylpiperazine, (R)-

Produkt 1

HCID 11600914(r)-1-(4-Fluorobenzyl)-3-methylpiperazineAusbeute 53,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of (2R)-2-methyl-piperizine (4.5 g, 45 mmol) in ethanol (80 mL) was added 4-fluorobenzyl chloride (5.38 mL, 45.0 mmol) and sodium hydrogen carbonate (11.3 g, 135 mmol). The reaction was refluxed overnight, cooled and concentrated. The remaining residue was diluted with dichloromethane and washed with water. The organic layer was separated and concentrated to give a clear oil. Chromatography on silica gel gave the title compound (5.0 g).

Aufarbeitung

  1. temperatureThe reaction was refluxed overnight
  2. temperaturecooled
  3. concentrationconcentrated
  4. additionThe remaining residue was diluted with dichloromethane
  5. washwashed with water
  6. customThe organic layer was separated
  7. concentrationconcentrated
  8. customto give a clear oil

Quellen und Nachweise

ORD-Eintrag
ord-47c853a443844d0ebba44d6152144a8d
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07098212B2

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