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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40651Erstellt: 24. Oktober 2026

2-Indanone → 7-Indan-2-yl-9-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene

https://huagongshe.com/de/reaction/40651

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-IndanoneHCID 11983—
EduktSodium HydroxideHCID 14798—
EduktSodium triacetoxyborohydrideHCID 5049666—
EduktZ-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-eneHCID 59686818—
Lösungsmittel1,2-DichloroethaneHCID 11—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelEthyl AcetateHCID 8857—
Produkt7-Indan-2-yl-9-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-eneHCID 69234396—

Reaktionsschritte

A mixture of indan-2-one (45 mg, 0.34 mmol), Z-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene (50 mg, 0.19 mmol), sodium triacetoxyborohydride (45 mg, 0.212 mmol), DCE (20 mL), acetic acid (13 μL) was stirred at room temperature overnight. To the reaction mixture was then added 1N NaOH and ethyl acetate. The organic layer was separated, dried with magnesium sulfate, filtered and the solvent evaporated under reduced pressure to yield a crude solid that was purified with flash chromatography gradient [20% Ethyl acetate/heptane to 100% Ethyl acetate] to yield the title compound as a residue.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530475B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-2a592e7ef57e40439f8f2cd7a6732bb2
Quellennotizuspto-grants-2013_09