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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1610945Generated: October 26, 2026

Dimethylformamide → 1-[4-[4-[2-[(E)-2-(4-trifluoromethylphenyl)ethenyl]oxazol-4-yl]methoxyphenyl]butyl-1H-imidazol-2-yl]-1-ethanol

https://huagongshe.com/reaction/1610945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant4-(chloromethyl)-2-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1,3-oxazoleHCID 9857126—
Reactant4-[4-[2-(2-hydroxyethyl)-1H-imidazol-1-yl]butyl]phenolHCID 22259323—
SolventWaterHCID 962—
Product1-[4-[4-[2-[(E)-2-(4-trifluoromethylphenyl)ethenyl]oxazol-4-yl]methoxyphenyl]butyl-1H-imidazol-2-yl]-1-ethanolHCID 86592807—

Reaction Steps

Under argon atmosphere, DMF (4 ml) was added to a mixture of 65% sodium hydride (40.6 mg) and 4-[4-[2-(2-hydroxyethyl)-1H-imidazol-1-yl]butyl]phenol (260 mg) at 0° C. The mixture was stirred at room temperature for 30 min. [2-[(E)-2-(4-Trifluoromethylphenyl)ethenyl]oxazol-4-yl]methyl chloride (316 mg) was added to the mixture at 0° C., and the mixture was stirred at room temperature for 15 hr. Water was added to the mixture to give crystals. The crystals were collected by filtration, washed with water and isopropyl ether and recrystallized from acetone-hexane to give the titled compound (393 mg) as pale yellow needle crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06984653B2
Source datasetuspto-grants-2006_01
ORD IDord-88982c8d1d9e49d28bbbae88c18db9eb
Source noteuspto-grants-2006_01