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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1043784Erstellt: 25. Oktober 2026

Triphenylphosphine → 3-Nitro-6-(2-(pyrrolidin-1-yl)ethoxy)quinoline

https://huagongshe.com/reaction/1043784

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Edukt1-PyrrolidineethanolHCID 76288—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukt3-Nitroquinolin-6-olHCID 59507580—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-Nitro-6-(2-(pyrrolidin-1-yl)ethoxy)quinolineHCID 5950759960%

Reaktionsschritte

6-Hydroxy-3-nitroquinoline (148 mg, 0.78 mmol) was dissolved in THF (18 mL). 2-(Pyrrolidin-1-yl)ethanol (0.091 mL, 0.78 mmol) and triphenylphosphine (306 mg, 1.17 mmol) were added. Lastly, diethyl azodicarboxylate (0.184 mL, 1.17 mmol) was added and the reaction mixture was allowed to stir at room temperature for 2 hours. The solvent was then concentrated in vacuo and the residue was purified by flash chromatography (SiO2) to yield 134 mg (60%) of 3-nitro-6-(2-(pyrrolidin-1-yl)ethoxy)quinoline. LC/MS (m/z): 288.1 (MH+), Rt 1.80 minutes.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08563549B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-4851d149901c4300830f4a00cd020306
Quellennotizuspto-grants-2013_10