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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 6754Erstellt: 24. Oktober 2026

Phosphorus oxychloride → 7-Methoxy-1-methyl-3,4-dihydroisoquinoline

https://huagongshe.com/de/reaction/6754

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphorus oxychlorideHCID 24813—
EduktN-(2-(4-Methoxyphenyl)ethyl)acetamideHCID 584258—
LösungsmittelAcetonitrileHCID 6342—
Produkt7-Methoxy-1-methyl-3,4-dihydroisoquinolineHCID 1506197745,3%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

Phosphorus oxychloride (22.5 mL) was added to a solution of N-[2-(4-methoxy-phenyl)-ethyl]-acetamide (6.5 g) in acetonitrile (200 mL). The mixture was heated at 120° C. in a sealed tube for 16 h. The solvent was evaporated. The residue was dissolved in dichloromethane (200 mL) and washed with aqueous sodium bicarbonate (saturated, 100 mL) and brine (100 mL). The dichloromethane layer was dried over sodium sulfate, filtered and evaporated. The crude product was purified by column chromatography (5% methanol in dichloromethane) to afford 7-methoxy-1-methyl-3,4-dihydro-isoquinoline (2.67 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07084154B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-30b35afd736244dbb5dcce6e7edbcd5b
Quellennotizuspto-grants-2006_08