HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenacyl bromide → HCID 86665844, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | HCID 67607470 | HCID 67607470 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86665844 | HCID 86665844 | 63.3% |
Reaction Steps
2-Bromo-1-phenylethanone (57.9 mg, 0.29 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-(2-fluorophenyl)acetate (C56) (100 mg, 0.26 mmol) in EtOAc (3 ml) and acetonitrile (3 ml). The reaction was stirred at RT for 15 hours, and then the solvent was evaporated. The crude was purified by flash chromatography (DCM/MeOH=94/6) to obtain (3R)-3-(2-(tert-butoxycarbonylamino)-2-(2-fluorophenyl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide (95.1 mg; 62% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772314B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-c084e6bc8e25404c953a59a96d836f45 |
| Source note | uspto-grants-2014_07 |