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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 23337Erstellt: 23. Oktober 2026

Cyclohexanol → 3-Cyclohexyloxy-6,7-dimethoxy-quinoline

https://huagongshe.com/de/reaction/23337

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclohexanolHCID 7966—
EduktTriphenylphosphineHCID 11776—
EduktDiethyl azodicarboxylateHCID 5462977—
Edukt6,7-Dimethoxyquinolin-3-olHCID 10058766—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-Cyclohexyloxy-6,7-dimethoxy-quinolineHCID 9904018—

Reaktionsschritte

To a THF solution (30 mL) at 0° C. is added 3-hydroxy-6,7-dimethoxyquinoline (0.237 g, 1.15 mmol), cyclohexanol (0.347 g, 3.46 mmol), Ph3P (0.908 g, 3.46 mmol). Diethylazodicarboxylate is added portionwise until the solution retained a deep red color (0.663 g, 3.81 mmol). After 4 hours the solution is concentrated and the residue chromatographed (50% EtOAc in hexanes). The product is recrystallized from isopropanol/hexanes as the HCl salt as a white solid (m.p. 229-232° C., dec.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06852712B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-08e2a2c1bd0947beb25af09a094e127e
Quellennotizuspto-grants-2005_02