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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955736Generated: October 31, 2026

Sodium hydride → tert-Butyl 2-[4-(2-butyl-4-chloro-5-formyl-imidazol-1-yl-methyl)phenyl]-2-cyclopentylacetate

https://huagongshe.com/reaction/1955736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Bromomethylphenyl-2-cyclopentylacetateHCID 21255100—
ReactantHCID 178418251HCID 178418251—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 2-[4-(2-butyl-4-chloro-5-formyl-imidazol-1-yl-methyl)phenyl]-2-cyclopentylacetateHCID 15225591—

Reaction Conditions

Temperature0 °C

Reaction Steps

1.6 g (0.053 mol) of sodium hydride (80% strength) are suspended in 50 ml of DMF under protective gas, 10 g (0.053 mol) of 2-butyl-5-formyl-4-chloroimidazole (preparation according to EP 324,377) in 100 ml of DMF are added dropwise at 0° C., the mixture is then stirred at 0° C. for 15 min and 18.9 g (0.053 mol) of tert-butyl 2-(4-bromomethylphenyl-2-cyclopentylacetate in 100 ml of DMF are added dropwise. The mixture is stirred at 0° C. for 2 h, the solvent is evaporated, the residue is taken up in diethyl ether and filtered and, after concentration, chromatographed on silica gel 60 using dichloromethane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05776964
Source datasetuspto-grants-1998_07
ORD IDord-49c5f9169a18429284a6e12daafcb65e
Source noteuspto-grants-1998_07