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HRID 461435Erstellt: 24. Oktober 2026

3-Azabicyclo[3.2.2]nonane → 2-[2-(3-Azabicyclo[3.2.2]nonan-3-yl)ethyl]-1H-benz[de]-isoquinoline-1,3(2H)-dione

https://huagongshe.com/de/reaction/461435

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-Azabicyclo[3.2.2]nonaneHCID 9240—
EduktDiisopropylethylamineHCID 81531—
Edukt2-[2-(3-azabicyclo[3.2.2]nonan-3-yl)ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione, hydrochlorideHCID 131710969—
LösungsmittelTolueneHCID 1140—
Produkt2-[2-(3-Azabicyclo[3.2.2]nonan-3-yl)ethyl]-1H-benz[de]-isoquinoline-1,3(2H)-dioneHCID 21393691—

Reaktionsschritte

10 g. (0.025 mole) of the 4-methylbenzenesulfonate ester of example 1(b), 3.32 g. (0.027 mole) of 3-azabicyclo[3.2.2]nonane, and 3.27 g. (0.025 mole) of diisopropylethylamine are refluxed in 500 ml. of toluene for three hours. The reaction mixture is then cooled, washed with 10% KOH and water. The resulting toluene solution is shaken with 10% HCl and the resulting precipitate is filtered from the two phases. This salt is dissolved in a minimum of hot methanol, precipitated with ether, filtered, and dried at 80° under vacuum to yield 4.45 g. of 2-[2-(3-azabicyclo[3.2.2]nonan-3-yl)ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione, hydrochloride (1:1); m.p. 301°-302° (dec.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04062953
Quelldatensatzuspto-grants-1977_12
ORD IDord-e8ef6f1e52ec4ed9bbc6ef0c16331df5
Quellennotizuspto-grants-1977_12