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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533878Generated: October 26, 2026

1-Azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol → 4-[Hydroxy(diphenyl)methyl]-{2-[(2-naphthalenylmethyl)oxy]ethyl}-1-azoniabicyclo[2.2.2]octane bromide

https://huagongshe.com/reaction/533878

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Azabicyclo[2.2.2]oct-4-yl(diphenyl)methanolHCID 23992385—
Reactant2-{[(2-Bromoethyl)oxy]methyl}naphthaleneHCID 68960639—
SolventAcetonitrile chloroformHCID 22555007—
Product4-[Hydroxy(diphenyl)methyl]-{2-[(2-naphthalenylmethyl)oxy]ethyl}-1-azoniabicyclo[2.2.2]octane bromideHCID 1167848284.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

1-Azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol (30 mg, 0.102 mmol) was added to a solution of 2-{[(2-bromoethyl)oxy]methyl}naphthalene (38 mg, 0.143 mmol) in 2:3 CH3CN/CHCl3 (3 mL), and the reaction was heated at 60° C. for 96 h. The reaction was concentrated, and the crude product was washed with EtOAc (3×1 mL). The product was dried under high vacuum to give the title compound (48.1 mg, 84%). LC/MS ESI RT 2.04 min M+478

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853404B2
Source datasetuspto-grants-2014_10
ORD IDord-fd7e1836141b4f1caa0ed9da9b5606e4
Source noteuspto-grants-2014_10