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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 386530Erstellt: 25. Oktober 2026

Piperazine → 1-(2-chloro-4-fluorophenyl)piperazine

https://huagongshe.com/reaction/386530

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPiperazineHCID 4837—
EduktBinap, (A+-)-HCID 634876—
Edukt1-Bromo-2-chloro-4-fluorobenzeneHCID 2733406—
EduktSodium t-butoxideHCID 23676156—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTolueneHCID 1140—
Produkt1-(2-chloro-4-fluorophenyl)piperazineHCID 18423151—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A suspension of 1-bromo-2-chloro-4-fluorobenzene (4.19 g, 20 mmoles), piperazine (10.32 g, 120 mmoles), sodium tert-butoxide (2.3 g, 1.5 mmoles), tris(dibenzylideneacetone)dipalladium (366 mg, 0.4 mmoles) and racemic (±)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (747 mg, 1.2 mmoles) in toluene (2 mL) was heated to 120° C. overnight. The mixture was cooled, filtered and the filtrate concentrated under reduced pressure. The crude residue was purified by column chromatography (silica gel, 0-5% 2N methanolic ammonia in DCM) to provide the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08372841B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-1cf0c06515a543c1bf6dfa10e18a5389
Quellennotizuspto-grants-2013_02