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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 48Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/48

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 582357111,22%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

4-bromo-1-methoxy-2-nitrobenzene (1.5 g, 6.46 mmol), 1-(piperazin-1-yl)ethanone (0.829 g, 6.46 mmol), CESIUM CARBONATE (4.21 g, 12.93 mmol), XANTPHOS (0.449 g, 0.78 mmol) and PdOAc2 (0.116 g, 0.52 mmol) were suspended in dioxane (20 ml) and sealed into a microwave tube. The reaction was heated to 120 °C for 90 minutes in the microwave reactor and cooled to RT. The reaction mixture was filtered through celite with ethyl acetate (50 mL). The filtrate was evaporated to dryness. The crude product was purified by flash silica chromatography in EtOAc. Pure fractions were evaporated to dryness to afford 1-(4-(4-methoxy-3-nitrophenyl)piperazin-1-yl)ethanone (0.022 g, 1.218 %) as a brown solid.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-56a1dc90e93f4e37a4c4dceba5d45c4e
Quellennotiz750 AstraZeneca ELN dataset