HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 854040Erstellt: 23. Oktober 2026
Sodium Chloride → 6-(3'-Aminobiphenyl-4-yl)methoxy-2-[2-(N,N-dimethylamino)ethyl]tetralin hydrochloride
https://huagongshe.com/de/reaction/854040
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Chloride | HCID 5234 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 6-(4-bromobenzyl)oxy-2-[2-(N,N-dimethylamino)ethyl]tetralin | HCID 18361484 | — |
| Edukt | 3-Aminophenylboric acid | HCID 21895836 | — |
| Katalysator | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 6-(3'-Aminobiphenyl-4-yl)methoxy-2-[2-(N,N-dimethylamino)ethyl]tetralin hydrochloride | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07256204B2 |
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| Quelldatensatz | uspto-grants-2007_08 |
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| ORD ID | ord-bf4405f3807a4f0686ddbaae540eb835 |
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| Quellennotiz | uspto-grants-2007_08 |
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