Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 459813Erstellt: 24. Oktober 2026

Piperazine → 1-(3-Fluorophenyl)piperazine

https://huagongshe.com/de/reaction/459813

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPiperazineHCID 4837—
Edukt1-Bromo-3-fluorobenzeneHCID 14082—
EduktBinap, (A+-)-HCID 634876—
EduktSodium t-butoxideHCID 23676156—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1-(3-Fluorophenyl)piperazineHCID 77418—

Reaktionsschritte

1 g (5.71 mmol) of 3-fluorobromobenzene and 2.95 g (34.29 mmol) of piperazine are dissolved in 20 ml of toluene, and 0.77 g (8 mmol) of sodium tert-butoxide is added. In the presence of 0.11 g (0.17 mmol) of BINAP and 0.05 g (0.06 mmol) of tris(dibenzylideneacetone)dipalladium, the mixture is then stirred under reflux overnight. After cooling, ethyl acetate is added and the mixture is washed with water. The mixture is then extracted with 1N hydrochloric acid, and the aqueous phase is washed with ethyl acetate. The pH is adjusted to 8–9 and the mixture is then extracted with dichloromethane. The organic phase is dried over magnesium sulphate and the solvent is removed, giving the target compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07196086B2
Quelldatensatzuspto-grants-2007_03
ORD IDord-83ceb8398b0a4c5a9a0c9f3f58d2e4e7
Quellennotizuspto-grants-2007_03