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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619561Generated: October 26, 2026

2-Chloroacetophenone → (3R)-3-(2-benzamido-2-phenylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride

https://huagongshe.com/reaction/1619561

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloroacetophenoneHCID 10757—
Reactant(R)-quinuclidin-3-yl 2-benzamido-2-phenylacetateHCID 67605943—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product(3R)-3-(2-benzamido-2-phenylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chlorideHCID 8666585473%

Reaction Steps

To a solution of (R)-quinuclidin-3-yl 2-benzamido-2-phenylacetate (C85) (70 mg, 0.19 mmol) in EtOAc (1 ml) and acetonitrile (1 ml), was added 2-chloro-1-phenylethanone (32.7 mg, 0.21 mmol). The reaction was stirred at RT for 24 hours, and then the solvents were evaporated and the residue was triturated with EtOAc (8 ml) to obtain (3R)-3-(2-benzamido-2-phenylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride (72 mg; 72% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772314B2
Source datasetuspto-grants-2014_07
ORD IDord-2e2c1ab15ac14a9293283208b1bec847
Source noteuspto-grants-2014_07