HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenacyl bromide → 3-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | Bis(3-fluorophenyl)methyl quinuclidine-3-carboxylate | HCID 70925896 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide | HCID 86672936 | 73.2% |
Reaction Steps
Bis(3-fluorophenyl)methyl quinuclidine-3-carboxylate (95 mg, 0.27 mmol, prepared as in example 4) and 2-bromo-1-phenylethanone (58.2 mg, 0.29 mmol) were dissolved in acetonitrile (5 ml) and stirred at room temperature overnight. The solvent was evaporated, and the resulting residue was purified by flash chromatography (DCM/MeOH=95/5 to 9/1) to obtain 3-((bis(3-fluorophenyl)methoxy)carbonyl)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide (110 mg, racemic mixture).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604015B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-56119211b8554d588e5c2f8510d25183 |
| Source note | uspto-grants-2013_12 |