Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 504Erstellt: 23. Oktober 2026

Piperazine → 1-(2-Chlorophenyl)piperazine

https://huagongshe.com/de/reaction/504

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPiperazineHCID 4837—
Edukt1-Bromo-2-chlorobenzeneHCID 12754—
ReagenzSodium t-butoxideHCID 23676156—
KatalysatorBinap, (A+-)-HCID 634876—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTolueneHCID 1140—
Produkt1-(2-Chlorophenyl)piperazineHCID 41562843,8%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

To a stirred sol of 1-bromo-2-chlorobenzene (0.606 mL, 5.22 mmol) in toluene (10 mL) was added Pd2(dba)3 (0.239 g, 0.26 mmol), BINAP (0.163 g, 0.26 mmol), sodium tert-butoxide (0.753 g, 7.83 mmol) and piperazine (1.350 g, 15.67 mmol) and the resulting sol was heated at 110 °C for 16h. Cooled to rt, filtered through a celeite pad, volatiles were evaporated off and residue was column chromatographed (DCM:MeOH 90:10) to afford 1-(2-chlorophenyl)piperazine (0.450 g, 43.8 %) as a gum.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-7b12b51966524113889660895d5b1caa
Quellennotiz750 AstraZeneca ELN dataset