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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77035Erstellt: 23. Oktober 2026

2-Chloroacetophenone → (R)-1-(2-oxo-2-phenylethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride

https://huagongshe.com/de/reaction/77035

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-ChloroacetophenoneHCID 10757—
Edukt(R)-((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetateHCID 46840261—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(R)-1-(2-oxo-2-phenylethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chlorideHCID 8669113656%

Reaktionsschritte

A mixture of 2-chloroacetophenone (6.20 g, 40.3 mmol) and (R)-((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetate) (Diastereoisomer 1 of C2) (12.3 g, 36.6 mmol) in EtOAc (100 ml) is stirred at RT for 2 days (UPLC-MS monitoring: complete conversion). The solvent is evaporated and the crude is purified by flash chromatography eluting with DCM/MeOH=95/5 to get 10.1 g of the title compound as a white solid (56% yield, chloride salt, single diastereoisomer).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835682B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-ddeddca527bb4283931aa5a8c21c58c8
Quellennotizuspto-grants-2014_09