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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 53027Generated: October 26, 2026

Ethyl Acetate → 2-Butyl-5-cyano-4-propionyl-1-tritylimidazole

https://huagongshe.com/reaction/53027

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Butyl-1-tritylimidazole-4,5-dicarbonitrileHCID 19036138—
ReactantHCID 178418443HCID 178418443—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product2-Butyl-5-cyano-4-propionyl-1-tritylimidazoleHCID 19036190—

Reaction Steps

14 ml of a 3M solution of ethylmagnesium bromide in diethyl ether were added dropwise at 10° C. under an atmosphere of nitrogen to a solution of 8.33 g of 2-butyl-1-tritylimidazole-4,5-dicarbonitrile [prepared as described in Preparation 5(i)] in 83 ml of tetrahydrofuran, and the resulting mixture was stirred at room temperature for 3 hours. At the end of this time, a mixture of a saturated aqueous solution of ammonium chloride and ethyl acetate was added to the reaction mixture, whilst ice-cooling. The ethyl acetate layer was separated, washed with water and dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure. The crystalline product thus obtained was washed with diisopropyl ether, to give 4.56 g of the title compound, melting at 140°-143° C. (softening at 83° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616599
Source datasetuspto-grants-1997_04
ORD IDord-1832b08281af41d5874c665e8e102835
Source noteuspto-grants-1997_04