Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049589Generated: October 26, 2026

Imidazole → 4-((Tert-butyl(dimethyl)silyl)oxy)-2'-fluoro-5'-methoxybiphenyl-2-yl trifluoromethanesulfonate

https://huagongshe.com/reaction/1049589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant2'-Fluoro-4-hydroxy-5'-methoxybiphenyl-2-yl trifluoromethanesulfonateHCID 117760123—
SolventDimethylformamideHCID 6228—
Product4-((Tert-butyl(dimethyl)silyl)oxy)-2'-fluoro-5'-methoxybiphenyl-2-yl trifluoromethanesulfonateHCID 13173603380%

Reaction Steps

To a solution of 2′-fluoro-4-hydroxy-5′-methoxybiphenyl-2-yl trifluoromethanesulfonate (2.85 g) and imidazole (800 mg) in DMF (50 mL) was added tert-butyldimethylchlorosilane (1.42 g), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.99 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-ccb2a4191dca44699145a6059d3a0472
Source noteuspto-grants-2016_07