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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2081649Generated: October 29, 2026

4-Phenoxyphenol → HCID 14535806, compound

https://huagongshe.com/reaction/2081649

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-PhenoxyphenolHCID 13254—
ReactantSodium hydrideHCID 24758—
Reactant1-(Chloromethyl)-1H-benzimidazole--hydrogen chloride (1/1)HCID 13692728—
ReactantHCID 178418361HCID 178418361—
SolventDimethylformamideHCID 6228—
ProductHCID 14535806HCID 1453580649.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

At room temperature (about 20° C.) and under a nitrogen blanket, 13.95 g of p-phenoxyphenol in 100 ml of anhydrous dimethylformamide is dripped into 6.75 g of 80% strength sodium hydride in 50 ml of anhydrous dimethylformamide. Upon completion of hydrogen evolution, the mixture is stirred for 4 hours at 60° C. At 10° C., 15.22 g of 1-chloromethylbenzimidazole hydrochloride is then added. The mixture is stirred for 8 hours at 120° C. After concentration under reduced pressure, the residue is taken up in ethyl acetate, and washed three times with water and three times with 5% strength aqueous sodium hydroxide solution. The combined organic phases are dried over sodium sulfate and concentrated. The residue is recrystallized from diethyl ether. There is obtained 11.8 g of 1-[(p-phenoxyphenoxy)-methyl]-benzimidazole of m.p. 112° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05185359
Source datasetuspto-grants-1993_02
ORD IDord-cf6a2229761a4e6195440eaf30a12fd5
Source noteuspto-grants-1993_02