HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Chloroacetophenone → (R)-1-(2-oxo-2-phenylethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Chloroacetophenone | HCID 10757 | — |
| Edukt | (R)-((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetate | HCID 46840261 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (R)-1-(2-oxo-2-phenylethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride | HCID 86691136 | 56% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08835682B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-ddeddca527bb4283931aa5a8c21c58c8 |
| Quellennotiz | uspto-grants-2014_09 |