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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 242636Erstellt: 26. Oktober 2026

Cesium carbonate → Tert-butyl 4-(4-chloro-2-methylphenyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/242636

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
EduktTris(1,1-dimethylethyl)phosphineHCID 83681—
Edukt2-Bromo-5-chlorotolueneHCID 84476—
Edukttert-Butyl piperazine-1-carboxylateHCID 143452—
KatalysatorTris(dibenzylideneacetone) dipalladiumHCID 9832798—
LösungsmittelTolueneHCID 1140—
ProduktTert-butyl 4-(4-chloro-2-methylphenyl)piperazine-1-carboxylateHCID 6675790220%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

2-Bromo-5-chlorotoluene (0.82 g, 4 mmol) and tert-Butyl 1-piperazine carboxylate (0.89 g, 2.32 mmol) were added to a solution of tri-t-butyl phosphine (0.033 g, 4 mmol %), tris(dibenzylideneacetone) dipalladium(0) (0.075 g, 2.0 mmol %) and cesium carbonate (1.95 g, 6.0 mmol) in toluene and heated to 80° C. overnight. The reaction mixture was filtered through celite and concentrated in vacuo. The crude product was purified on silica gel (gradient elution from 20% ethyl acetate/hexane to 50% ethyl acetate/hexane) to give the title compound in 20% yield. ESI-MS m/z: 311 (M+1), UV retention time: 3.49 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08653096B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-785768d0ce444ce3800805bba17139b8
Quellennotizuspto-grants-2014_02