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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 71Erstellt: 23. Oktober 2026

1-Acetylpiperazine → 1-[4-(2-Methyl-3-nitrophenyl)piperazin-1-yl]ethanone

https://huagongshe.com/de/reaction/71

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-AcetylpiperazineHCID 83795—
Edukt2-Bromo-6-nitrotolueneHCID 123537—
ReagenzCesium carbonateHCID 10796—
Katalysator1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
KatalysatorPalladium (II) acetateHCID 4144353—
LösungsmittelTolueneHCID 1140—
Produkt1-[4-(2-Methyl-3-nitrophenyl)piperazin-1-yl]ethanoneHCID 6859297798,46%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

1-bromo-2-methyl-3-nitrobenzene (500 mg, 2.31 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (201 mg, 0.35 mmol) and cesium carbonate (1131 mg, 3.47 mmol) and diacetoxypalladium (52.0 mg, 0.23 mmol) were dissolved in toluene (10 mL) and sealed into a microwave tube degazed and purged with argon. The reaction was heated to 100 °C, over a period of 12 hours. The reaction mixture was cooled down to room temperature, filtered and the residue was evaporated. The crude product was purified by flash chromatography on silica gel eluting with 0 to 10% methanol in dichloromethane. The solvent was evaporated to dryness to afford 1-(4-(2-methyl-3-nitrophenyl)piperazin-1-yl)ethanone (600 mg, 98 %) as a solid.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-57be3c43ca2f40d482cab5a1bd42b5d5
Quellennotiz750 AstraZeneca ELN dataset