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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404684Generated: October 29, 2026

Diethyl Ether → (3R)-3-(2-(4-fluorophenyl)-2-(piperidin-1-yl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride

https://huagongshe.com/reaction/404684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2-ChloroacetophenoneHCID 10757—
Reactant(R)-quinuclidin-3-yl 2-(4-fluorophenyl)-2-(piperidin-1-yl)acetateHCID 86688942—
SolventEthyl AcetateHCID 8857—
Product(3R)-3-(2-(4-fluorophenyl)-2-(piperidin-1-yl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chlorideHCID 8668894358.6%

Reaction Steps

2-Chloro-1-phenylethanone (29.5 mg, 0.19 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-(4-fluorophenyl)-2-(piperidin-1-yl)acetate (60 mg, 0.17 mmol) in EtOAc (3 ml). 2-Chloro-1-phenylethanone (8.85 mg, 0.06 mmol) were added and stirring was kept for 4 additional hours. Et2O was added and the precipitate was collected by suction filtration to obtain (3R)-3-(2-(4-fluorophenyl)-2-(piperidin-1-yl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride (49.9 mg, 57.5% yield) as a gummy yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748613B2
Source datasetuspto-grants-2014_06
ORD IDord-3891752c0e184bdc80ae878cf780d4f4
Source noteuspto-grants-2014_06