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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 192Erstellt: 23. Oktober 2026

1-Acetylpiperazine → 1-[4-(4-Methoxy-3-nitro-phenyl)-piperazin-1-yl]ethanone

https://huagongshe.com/de/reaction/192

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-AcetylpiperazineHCID 83795—
Edukt4-Bromo-2-nitroanisoleHCID 118533—
ReagenzCesium carbonateHCID 10796—
Katalysator1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
KatalysatorPalladium (II) acetateHCID 4144353—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1-[4-(4-Methoxy-3-nitro-phenyl)-piperazin-1-yl]ethanoneHCID 5823571185,85%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

diacetoxypalladium (2.322 g, 10.34 mmol) was added to a stirred suspension of 4-bromo-1-methoxy-2-nitrobenzene (30 g, 129.29 mmol), 1-(piperazin-1-yl)ethanone (16.57 g, 129.29 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (8.98 g, 15.52 mmol) and cesium carbonate (84 g, 258.59 mmol) dissolved in dioxane (300 mL) , degased and under argon. The resulting suspension was stirred at 120 °C for 2 hours.At 25°C, the mixture was filtered and adsorbed on silica gel .The crude product was purified by flash chromatography on silica gel eluting with 1 to 5% methanol in ethyle acetate. The solvent was evaporated to dryness to afford 1-(4-(4-methoxy-3-nitrophenyl)piperazin-1-yl)ethanone (31.0 g, 86 %) as a orange solid.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-77e8bb12d76a4a1d94f2c62d1d96fda1
Quellennotiz750 AstraZeneca ELN dataset