Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499658Generated: October 25, 2026

Benzene, ((2-bromoethoxy)methyl)- → 4-[Hydroxy(diphenyl)methyl]-1-{2-[(phenylmethyl)oxy]ethyl}-1-azoniabicyclo[2.2.1]heptane Bromide

https://huagongshe.com/reaction/499658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, ((2-bromoethoxy)methyl)-HCID 73833—
Reactant1-Azabicyclo[2.2.1]hept-4-yl(diphenyl)methanolHCID 42625856—
SolventAcetonitrileHCID 6342—
Product4-[Hydroxy(diphenyl)methyl]-1-{2-[(phenylmethyl)oxy]ethyl}-1-azoniabicyclo[2.2.1]heptane BromideHCID 1595151636%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 1-azabicyclo[2.2.1]hept-4-yl(diphenyl)methanol (50 mg, 0.18 mmol) in 2 CH3CN/3 CHCl3 (4 mL) was added 2-bromoethyl phenylmethyl ether (0.04 mL, 0.25 mmol). The solution was heated at 60° C. for 16 h, cooled down to room temperature and the solvents evaporated under vacuum. The residue was taken up in 2.5 mL of DMSO and purified by preparatory HPLC (without TFA) to give the title compound (32 mg, 36%). EI-MS m/z 414 (M+) Rt (1.92 min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767691B2
Source datasetuspto-grants-2010_08
ORD IDord-af1d8c1eb0064d1d81bc9aa83f1fffaa
Source noteuspto-grants-2010_08