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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1782423Generated: October 27, 2026

Phenethyl bromide → 4-[Hydroxy(diphenyl)methyl]-1-(2-phenylethyl)-1-azoniabicyclo[2.2.2]octane Bromide

https://huagongshe.com/reaction/1782423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenethyl bromideHCID 7666—
Reactant1-Azabicyclo[2.2.2]oct-4-yl(diphenyl)methanolHCID 23992385—
SolventDimethyl SulfoxideHCID 679—
SolventMeOH ACN DCMHCID 22226298—
Product4-[Hydroxy(diphenyl)methyl]-1-(2-phenylethyl)-1-azoniabicyclo[2.2.2]octane BromideHCID 1169147048.6%

Reaction Steps

To a solution of 1-azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol (0.0775 g, 0.264 mmol) in CH3CN/DCM/MeOH (2 mL/2 mL/1 mL) was added (2-bromoethyl)benzene (0.38 mL, 2.78 mmol). The solution was allowed to stir at room temperature for 4 days and then concentrated under vacuum to give a white solid. This residue was dissolved in DMSO and purified by preparatory HPLC to give the title compound (0.0612 g, 48.6%). EI-MS m/z 398(M+) Rt (2.06 min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07498440B2
Source datasetuspto-grants-2009_03
ORD IDord-4baac701ad1747d0b121f583695158bc
Source noteuspto-grants-2009_03