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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404667Generated: October 29, 2026

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

https://huagongshe.com/reaction/404667

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloroacetophenoneHCID 10757—
Reactant(R)-quinuclidin-3-yl 2-(2-oxopyrrolidin-1-yl)-2-phenylacetateHCID 86688927—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product(3R)-1-(2-oxo-2-phenylethyl)-3-(2-(2-oxopyrrolidin-1-yl)-2-phenylacetoxy)-1-azoniabicyclo[2.2.2]octane chlorideHCID 8668892867.9%

Reaction Steps

2-Chloro-1-phenylethanone (62.1 mg, 0.40 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-(2-oxopyrrolidin-1-yl)-2-phenylacetate (120 mg, 0.36 mmol) in EtOAc (2.4 ml) and acetonitrile (1.2 ml). The pale yellow solution was stirred at room temperature for three days. The solvent was evaporated and the crude was purified by flash chromatography (DCM/MeOH=9/1) to collect the title compound (118 mg, 66.9% yield) as an off-white spongy solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748613B2
Source datasetuspto-grants-2014_06
ORD IDord-6a8866aedb5848b7be26458da4bbc8f4
Source noteuspto-grants-2014_06