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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 382968Erstellt: 24. Oktober 2026

Sodium Chloride → 6-(3'-Aminobiphenyl-4-yl)methoxy-2-[2-(N,N-dimethylamino)ethyl]tetralin hydrochloride

https://huagongshe.com/de/reaction/382968

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium ChlorideHCID 5234—
EduktSodium CarbonateHCID 10340—
Edukt6-(4-bromobenzyl)oxy-2-[2-(N,N-dimethylamino)ethyl]tetralinHCID 18361484—
Edukt3-Aminophenylboric acidHCID 21895836—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelEthanolHCID 702—
LösungsmittelTolueneHCID 1140—
Produkt6-(3'-Aminobiphenyl-4-yl)methoxy-2-[2-(N,N-dimethylamino)ethyl]tetralin hydrochlorideHCID 18361523—

Reaktionsschritte

An ethanol solution (10 ml) of 3-aminophenylboric acid (1.3 g) and an aqueous 2M sodium carbonate solution (10 ml) were added to a toluene solution (80 ml) of 6-(4-bromobenzyl)oxy-2-[2-(N,N-dimethylamino)ethyl]tetralin (3.00 g) and tetrakis-(triphenylphosphine) palladium (0.45 g). The reaction mixture was heated under reflux for 12 hours in an argon atmosphere. A saturated aqueous sodium chloride solution was added to this, which was then extracted with ethyl acetate. The organic layer was dried, and then concentrated. The residue was purified by alumina column chromatography (eluent: ethyl acetate/hexane=1/2), and then processed with 4 N hydrochloric acid-ethyl acetate to form a hydrochloride. The thus-formed salt was recrystallized from methanol-diisopropyl ether to obtain the entitled compound (0.78 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06310107B1
Quelldatensatzuspto-grants-2001_10
ORD IDord-e47c47ccd9e54a3087339965649dfbc4
Quellennotizuspto-grants-2001_10