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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533866Generated: October 25, 2026

1-{[(2-Bromoethyl)oxy]methyl}-4-(1,1-dimethylethyl)benzene → 1-[2-({[4-(1,1-Dimethylethyl)phenyl]methyl}oxy)ethyl]-4-[hydroxy(diphenyl)methyl]-1-azoniabicyclo[2.2.2]octane Bromide

https://huagongshe.com/reaction/533866

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-{[(2-Bromoethyl)oxy]methyl}-4-(1,1-dimethylethyl)benzeneHCID 13654378—
Reactant1-Azabicyclo[2.2.2]oct-4-yl(diphenyl)methanolHCID 23992385—
SolventAcetonitrile chloroformHCID 22555007—
Product1-[2-({[4-(1,1-Dimethylethyl)phenyl]methyl}oxy)ethyl]-4-[hydroxy(diphenyl)methyl]-1-azoniabicyclo[2.2.2]octane BromideHCID 1160654616%

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 1-{[(2-bromoethyl)oxy]methyl}-4-(1,1-dimethylethyl)benzene (25 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 (9 mg, 16%). LC/MS ESI RT 2.28 min M+ 484

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853404B2
Source datasetuspto-grants-2014_10
ORD IDord-bf67c7d7c2e241ea873c62655c8dd5bd
Source noteuspto-grants-2014_10