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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725300Generated: November 3, 2026

Potassium Fluoride → [5-(4-{1-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)-3-(tert-butyldimethylsilanyloxy)propyl]-4-oxoazetidin-2-yl}phenoxy)pentyl]trimethylammonium bromide

https://huagongshe.com/reaction/1725300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium FluorideHCID 522689—
Reactant(3-Bromopentyl)-trimethylammonium bromideHCID 22252045—
Reactant3-[3-(tert-Butyldimethylsilanyloxy)-3-(4-fluorophenyl)propyl]-1-(4-fluorophenyl)-4-(4-hydroxyphenyl)azetidin-2-oneHCID 22252074—
SolventAcetonitrileHCID 6342—
Product[5-(4-{1-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)-3-(tert-butyldimethylsilanyloxy)propyl]-4-oxoazetidin-2-yl}phenoxy)pentyl]trimethylammonium bromideHCID 22252089—

Reaction Steps

370 mg of 3-[3-(tert-butyldimethylsilanyloxy)-3-(4-fluorophenyl)propyl]-1-(4-fluorophenyl)-4-(4-hydroxyphenyl)azetidin-2-one are dissolved in 3 ml of absolute acetonitrile. 300 mg of KF.alumina (1.15 mol/100 g) and 375 mg of (3-bromopentyl)-trimethylammonium bromide are then added. The reaction mixture is stirred at room temperature overnight and then filtered. The mother liquor is concentrated using a rotary evaporator and the residue is purified using a 5 g SiO2 cartridge (dichloromethane/methanol 4:1). The product is obtained as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488829B2
Source datasetuspto-grants-2009_02
ORD IDord-2a5c659f2d7d48cb9328ea51f58e2dd5
Source noteuspto-grants-2009_02