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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 260920Erstellt: 25. Oktober 2026

Sodium Iodide → 1-[N-(1-Azabicyclo[3.3.0]octan-5-yl)methyl-N-ethylamino]-4-nitronaphthalene

https://huagongshe.com/reaction/260920

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium IodideHCID 5238—
EduktSodium HydroxideHCID 14798—
Edukt1-Chloro-4-nitronaphthaleneHCID 312719—
EduktN-((Hexahydro-1H-pyrrolizin-7a-yl)methyl)ethanamineHCID 10749640—
LösungsmittelPyridineHCID 1049—
Produkt1-[N-(1-Azabicyclo[3.3.0]octan-5-yl)methyl-N-ethylamino]-4-nitronaphthaleneHCID 1061707130,6%

Reaktionsschritte

1-Chloro-4-nitronaphthalene (2.00 g, 9.63 mmol), 5-ethylaminomethyl-1-azabicyclo[3.3.0]octane (3.24 g, 19.3 mmol) and sodium iodide (580 mg) were added into anhydrous pyridine (20.0 ml) to react the mixture in a sealed tube for 20 hours at 190° C. After addition of aqueous sodium hydroxide solution subsequent to concentration in vacuo, the reaction mixture was extracted by ethyl acetate, dried over anhydrous sodium sulfate, concentrated in vacuo, and purified by column chromatography to afford the desired compound (1.00 g, 30.6%), as a yellow liquid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05530138
Quelldatensatzuspto-grants-1996_06
ORD IDord-6e6833ec92c34b308874877b0333b085
Quellennotizuspto-grants-1996_06