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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1750126Erstellt: 25. Oktober 2026

Potassium Carbonate → 7-((4-(bromomethyl)cyclohexyl)methoxy)-3,4-dihydroquinolin-2(1H)-one

https://huagongshe.com/reaction/1750126

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt7-Hydroxy-3,4-dihydrocarbostyrilHCID 2785758—
Edukt1,4-Bis(bromomethyl)cyclohexaneHCID 3613545—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
Produkt7-((4-(bromomethyl)cyclohexyl)methoxy)-3,4-dihydroquinolin-2(1H)-oneHCID 6655958930,8%

Reaktionsschritte

A mixture of 7-hydroxy-3,4-dihydroquinolin-2(1H)-one (196 mg, 1.2 mmol), 1,4-bis(bromomethyl)cyclohexane (972 mg, 3.6 mmol) and anhydrous K2CO3 (166 mg, 1.2 mmol) was dissolved in EtOH and the solution was heated to reflux overnight. The solution was diluted with water and extracted with EtOAc. The combined organic layers were washed with saturated aq NaHCO3, brine, dried over anhydrous Na2SO4, concentrated in vacuo and purified by flash chromatography on silica gel column to give 7-((4-(bromomethyl)cyclohexyl)methoxy)-3,4-dihydroquinolin-2(1H)-one (intermediate 49) (130 mg, 30%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09156822B2
Quelldatensatzuspto-grants-2015_10
ORD IDord-6150a2e0a4d2410595df8590dfb92250
Quellennotizuspto-grants-2015_10