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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404616Generated: October 26, 2026

Diethyl Ether → (3R)-1-(2-(4-chlorophenyl)-2-oxoethyl)-3-(2-phenyl-2-(piperidin-1-yl)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide

https://huagongshe.com/reaction/404616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactantp-Chlorophenacyl bromideHCID 68303—
Reactant(R)-quinuclidin-3-yl 2-phenyl-2-(piperidin-1-yl)acetateHCID 71603247—
SolventEthyl AcetateHCID 8857—
Product(3R)-1-(2-(4-chlorophenyl)-2-oxoethyl)-3-(2-phenyl-2-(piperidin-1-yl)acetoxy)-1-azoniabicyclo[2.2.2]octane bromideHCID 8668887579.2%

Reaction Steps

2-Bromo-1-(4-chlorophenyl)ethanone (49.8 mg, 0.21 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-phenyl-2-(piperidin-1-yl)acetate (70 mg, 0.21 mmol) in ethyl acetate (2 ml). The reaction was stirred at room temperature overnight (UPLC-MS: complete conversion). Et2O (1 ml) was added and the white precipitate was collected by suction filtration and dried under vacuum to obtain (3R)-1-(2-(4-chlorophenyl)-2-oxoethyl)-3-(2-phenyl-2-(piperidin-1-yl)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide (93.5 mg, 78% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748613B2
Source datasetuspto-grants-2014_06
ORD IDord-ead0601e0c364723be382b92c0c9918e
Source noteuspto-grants-2014_06