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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404615Generated: October 26, 2026

Phenacyl bromide → (3R)-1-(2-oxo-2-phenylethyl)-3-(2-phenyl-2-(piperidin-1-yl)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide

https://huagongshe.com/reaction/404615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenacyl bromideHCID 6259—
Reactant(R)-quinuclidin-3-yl 2-phenyl-2-(piperidin-1-yl)acetateHCID 71603247—
SolventEthyl AcetateHCID 8857—
Product(3R)-1-(2-oxo-2-phenylethyl)-3-(2-phenyl-2-(piperidin-1-yl)acetoxy)-1-azoniabicyclo[2.2.2]octane bromideHCID 8668887379,003.703%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748613B2
Source datasetuspto-grants-2014_06
ORD IDord-954e965e736e4c39b6d41d89564d392b
Source noteuspto-grants-2014_06