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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910499Generated: October 26, 2026

Phenacyl bromide → 3-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide

https://huagongshe.com/reaction/1910499

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenacyl bromideHCID 6259—
ReactantBis(3-fluorophenyl)methyl quinuclidine-3-carboxylateHCID 70925896—
SolventAcetonitrileHCID 6342—
Product3-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromideHCID 8667293673.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604015B2
Source datasetuspto-grants-2013_12
ORD IDord-56119211b8554d588e5c2f8510d25183
Source noteuspto-grants-2013_12