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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1035274Erstellt: 25. Oktober 2026

Potassium Carbonate → 2-(4-Benzyl-1-(5-methoxy-2-nitrophenyl)piperazin-2-yl)acetic acid

https://huagongshe.com/reaction/1035274

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt18-Crown-6HCID 28557—
Edukt3-Fluoro-4-nitroanisoleHCID 565654—
Edukt2-Piperazineacetic acid, 4-(phenylmethyl)-, methyl esterHCID 15665466—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-(4-Benzyl-1-(5-methoxy-2-nitrophenyl)piperazin-2-yl)acetic acidHCID 66769807—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To a solution of Example 12C (0.907 g, 3.65 mmol) in acetonitrile (11.69 mL) was added 2-fluoro-4-methoxy-1-nitrobenzene (0.50 g, 2.92 mmol) and potassium carbonate (2.019 g, 14.61 mmol) in water (2.92 mL) followed by 18-crown-6 (0.039 g, 0.146 mmol), and the mixture was heated with an oil bath at 90° C. (reflux) for 24 hours. The solvent was evaporated and water was added followed by dichloromethane. The water phase was washed three times with dichloromethane to remove starting material and then acidified with 1 N HCl until pH=1. The acid product was extracted three times with dichloromethane, dried quickly with sodium sulfate and concentrated to give the title compound. MS (ESI) m/z 386.1 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08546377B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-b1c81f68774a4c8abfd5117526424148
Quellennotizuspto-grants-2013_10