HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenacyl bromide → (3R)-1-(2-oxo-2-phenylethyl)-3-(2-phenyl-2-(piperidin-1-yl)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | (R)-quinuclidin-3-yl 2-phenyl-2-(piperidin-1-yl)acetate | HCID 71603247 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (3R)-1-(2-oxo-2-phenylethyl)-3-(2-phenyl-2-(piperidin-1-yl)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide | HCID 86688873 | 79,003.703% |
Reaction Steps
2-Bromo-1-phenylethanone (91.0 mg, 0.46 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-phenyl-2-(piperidin-1-yl)acetate (150 mg, 0.46 mmol) in EtOAc (10 ml). The mixture was stirred at room temperature for 3 hours. The precipitate was collected by suction filtration to obtain (3R)-1-(2-oxo-2-phenylethyl)-3-(2-phenyl-2-(piperidin-1-yl)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide (191.7 g, 80% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748613B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-954e965e736e4c39b6d41d89564d392b |
| Source note | uspto-grants-2014_06 |