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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299016Generated: October 30, 2026

Diisopropylethylamine → [1-(2-Fluoro-4-nitrophenyl)-1H-imidazol-4-yl]methanol

https://huagongshe.com/reaction/2299016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1,2-Difluoro-4-nitrobenzeneHCID 123053—
ReactantHCID 178519868HCID 178519868—
SolventAcetonitrileHCID 6342—
Product[1-(2-Fluoro-4-nitrophenyl)-1H-imidazol-4-yl]methanolHCID 1058593375.4%

Reaction Steps

3,4-Difluoro-nitrobenzene (23.85 g) was dissolved in acetonitrile (180 ml), followed by 4-hydroxymethylimidazole (14.7 g) and ethyldiisopropylamine (65.2 ml). The mixture was stirred and heated to reflux for 2 days. After cooling, acetonitrile was evaporated and the residue was shaken with a mixture of methyl t-butyl ether (200 ml) and water (100 ml), and the solid filtered. After washing with a mixture of methyl t-butyl ether (50 ml) and water (25 ml), the solid was dried in vacuo at 60° C. overnight, to give product (26.8 g) mp 157-159° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06495551B1
Source datasetuspto-grants-2002_12
ORD IDord-fabc34a3a9434a34886752a8d5307204
Source noteuspto-grants-2002_12