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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1493326Generated: October 31, 2026

1-Chloro-4-(chloromethyl)benzene → Ethyl 4-[1-(4-chlorobenzyl)benzimidazol-2-yl]-3,3-dimethylbutanoate

https://huagongshe.com/reaction/1493326

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-4-(chloromethyl)benzeneHCID 7723—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 4-(benzimidazol-2-yl)-3,3-dimethylbutanoateHCID 14953059—
SolventDimethylformamideHCID 6228—
ProductEthyl 4-[1-(4-chlorobenzyl)benzimidazol-2-yl]-3,3-dimethylbutanoateHCID 1495303696.9%

Reaction Conditions

Temperature50 °C

Reaction Steps

9 g of ethyl 4-(benzimidazol-2-yl)-3,3-dimethylbutanoate, prepared in Example 40, are added to a suspension of 21.5 g of 60% sodium hydride in 50 ml of anhydrous dimethylformamide. The mixture is stirred for 1 hour at 50° C., 5.6 g of 4-chlorobenzyl chloride are then added and the solution obtained is heated for 5 hours at 90° C. The solvents are concentrated under vacuum and the residue is taken up with water and then extracted with ether. The ether phase is washed with water and then dried over magnesium sulfate and the ether is evaporated off to dryness to give 12.9 g of ethyl 4-[1-(4-chlorobenzyl)benzimidazol-2-yl]-3,3-dimethylbutanoate in the form of an oil, which is used as such for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05021443
Source datasetuspto-grants-1991_06
ORD IDord-27dee4e70fc24f47a03ce5671d887828
Source noteuspto-grants-1991_06