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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1255063Generated: October 26, 2026

Diethyl Ether → (R)-1-(2-oxo-2-phenyl-ethyl)-3-((R)-2-phenyl-2-phenylamino-acetoxy)-1-azonia-bicyclo[2.2.2]octane bromide

https://huagongshe.com/reaction/1255063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPhenacyl bromideHCID 6259—
Reactant(R)-quinuclidin-3-yl 2-phenyl-2-(phenylamino)acetateHCID 46239457—
SolventEthyl AcetateHCID 8857—
Product(R)-1-(2-oxo-2-phenyl-ethyl)-3-((R)-2-phenyl-2-phenylamino-acetoxy)-1-azonia-bicyclo[2.2.2]octane bromideHCID 4684152096%

Reaction Steps

(R)-quinuclidin-3-yl 2-phenyl-2-(phenylamino)acetate (Diasteroisomer 1 of C2) (20.3 mg, 0.06 mmol) is dissolved in EtOAc (0.60 mL) and 2-bromo-1-phenylethanone (12.0 mg, 0.06 mmol) is added. The reaction is stirred at room temperature for 2 hours (UPLC-MS: complete and clean conversion). Et2O (0.20 mL) were added and the product is triturated to obtain a white solid which is isolated by filtration and dried under vacuum overnight (31 mg, 96% yield, bromide salt, single diastereoisomer).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455646B2
Source datasetuspto-grants-2013_06
ORD IDord-6f8a4ac877bb4644a4ebc62c56c904fe
Source noteuspto-grants-2013_06