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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 744065Generated: October 27, 2026

Diethyl Ether → HCID 178526638, compound

https://huagongshe.com/reaction/744065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant3-NitrophenolHCID 11137—
ReactantSodium hydrideHCID 24758—
Reactant4-(2-chloroethyl)-1H-imidazole hydrochlorideHCID 178478570—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 178526638HCID 178526638—

Reaction Steps

240 mg (60% in oil, 6 mmol) of sodium hydride are added slowly to a solution of 1.67 g (12 mmol) of 3-nitrophenol in 10 ml of dimethylformamide and the mixture is stirred at room temperature for 1 hour. 200 mg (1.2 mmol) of 4-(2-chloroethyl)-1H-imidazole hydrochloride and tetrabutylammonium iodide (catalyst) are added and the mixture is stirred at 80° C. for 3 days. The reaction mixture is cooled and 150 ml of diethyl ether are added. The precipitate is separated by filtration and the filtrate is evaporated under reduced pressure to give a residue which is purified by preparative high performance chromatography. The title compound is converted to the oxalate and crystallized from ethanol, M.p.: 174°-178° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05559113
Source datasetuspto-grants-1996_09
ORD IDord-2b0586a8bac3415b888e5e21f187448f
Source noteuspto-grants-1996_09