HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroacetophenone → (3R)-3-(2-benzamido-2-phenylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloroacetophenone | HCID 10757 | — |
| Reactant | (R)-quinuclidin-3-yl 2-benzamido-2-phenylacetate | HCID 67605943 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (3R)-3-(2-benzamido-2-phenylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride | HCID 86665854 | 73% |
Reaction Steps
To a solution of (R)-quinuclidin-3-yl 2-benzamido-2-phenylacetate (C85) (70 mg, 0.19 mmol) in EtOAc (1 ml) and acetonitrile (1 ml), was added 2-chloro-1-phenylethanone (32.7 mg, 0.21 mmol). The reaction was stirred at RT for 24 hours, and then the solvents were evaporated and the residue was triturated with EtOAc (8 ml) to obtain (3R)-3-(2-benzamido-2-phenylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride (72 mg; 72% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772314B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-2e2c1ab15ac14a9293283208b1bec847 |
| Source note | uspto-grants-2014_07 |