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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2210563Generated: 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/2210563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl 2-(4-(bromomethyl)phenyl)-2-cyclopentylacetateHCID 15225592—
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) are added dropwise at 0° C. in 100 ml of DMF, then the mixture is stirred for 15 min at 0° C. 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 additionally stirred at 0° C. for 2 h, the solvent is evaporated, the residue is taken up in diethyl ether, the solid is filtered off and, after concentration, the residue is chromatographed on silica gel 60 using dichloromethane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05459156
Source datasetuspto-grants-1995_10
ORD IDord-a333590660ee47f5a270f4564a4be9c7
Source noteuspto-grants-1995_10