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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533887Generated: October 27, 2026

Acetonitrile → 1-[2-(1-Benzofuran-2-yl)-2-oxoethyl]-4-[hydroxy(diphenyl)methyl]-1-azoniabicyclo[2.2.2]octane bromide

https://huagongshe.com/reaction/533887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactant1-(1-Benzofuran-2-Yl)-2-Bromoethan-1-OneHCID 2735451—
Reactant1-Azabicyclo[2.2.2]oct-4-yl(diphenyl)methanolHCID 23992385—
SolventDimethyl SulfoxideHCID 679—
SolventChloroformHCID 6212—
Product1-[2-(1-Benzofuran-2-yl)-2-oxoethyl]-4-[hydroxy(diphenyl)methyl]-1-azoniabicyclo[2.2.2]octane bromideHCID 1171349857.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

1-azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol (0.022 g, 0.075 mmol) was diluted in CHCl3 (1.8 mL) and dispensed directly into a 1 dram vial containing 1-(1-benzofuran-2-yl)-2-bromoethanone (0.027 g, 0.112 mmol). Added CH3CN (1.2 mL), the vial was fitted with stirring bar and capped. The reaction was stirred and heated at 60° C. for 24 h and then concentrated under vacuum to give a white solid. This residue was dissolved in DMSO and purified by preparatory HPLC (without TFA) to give the title compound (0.022 g, 57.4%). LC/MS ESI RT 1.98 min, M+452

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853404B2
Source datasetuspto-grants-2014_10
ORD IDord-ea734dde8c3a4c0790a898846bab77b2
Source noteuspto-grants-2014_10