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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 744077Generated: October 29, 2026

4-Hydroxybenzophenone → HCID 178519479, compound

https://huagongshe.com/reaction/744077

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzophenoneHCID 14347—
ReactantSodium hydrideHCID 24758—
Reactant4-(2-chloroethyl)-1H-imidazole hydrochlorideHCID 178478570—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 178519479HCID 178519479—

Reaction Steps

240 mg (60% in oil, 6 mmol) of sodium hydride are added to a solution of 2.34 g (12 mmol) of 4-hydroxybenzophenone in 10 ml of dimethylformamide. The mixture is stirred at room temperature for 1 hour under nitrogen. 200 mg (1.2 mmol) of 4-(2-chloroethyl)-1H-imidazole hydrochloride and tetrabutylammonium iodide (catalytic amount) are then added. The mixture is heated at 100° C. for 2 days and the solvent is then evaporated under reduced pressure. Dilute hydrochloric acid is added to the oily residue and the excess hydroxybenzophenone is extracted with diethyl ether. The aqueous solution is basified with potassium carbonate and the product is extracted with diethyl ether. The title compound is converted to the dioxalate. Crystallization from an ethanol/diethyl ether (2/1) mixture gives a pure product, M.p.: 193°-194° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05559113
Source datasetuspto-grants-1996_09
ORD IDord-69464914ed3742409d3d2ae17133c353
Source noteuspto-grants-1996_09