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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 744723Generated: October 25, 2026

Ammonium Chloride → 1-benzyl-5-[4-(4-fluorophenyl)-1-hydroxy-1-(4-tert-butylaminocarbonylphenyl)butyl]-1-H-imidazole

https://huagongshe.com/reaction/744723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant4-bromo-N-tert-butylbenzamideHCID 603258—
Reactant1-benzyl-5-[4-(4-fluorophenyl)-1-oxobutyl]-1H-imidazoleHCID 19421989—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product1-benzyl-5-[4-(4-fluorophenyl)-1-hydroxy-1-(4-tert-butylaminocarbonylphenyl)butyl]-1-H-imidazoleHCID 19421995—

Reaction Conditions

Temperature-70 °C

Reaction Steps

9,9 g of p-tert-butylaminocarbonylphenyl bromide is dissolved in 200 ml of dry tetrahydrofuran and cooled to -70° C. To the solution is added dropwise n-butyl lithium (5,3 g) in hexane and the mixture is stirred for one hour. 1-benzyl-5-[4-(4-fluorophenyl)-1-oxobutyl]-1H-imidazole (10,4 g) in 200 ml of tetrahydrofuran is added to the mixture at -70° C. and the mixture is allowed to warm to room temperature and stirring is continued over night. Saturated ammonium chloride is added to the mixture and the solution is extracted with ethyl acetate. Ethyl acetate fractions are combined and evaporated to dryness.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05559141
Source datasetuspto-grants-1996_09
ORD IDord-3d543c7ead7d4e2db77bbcedf9e71a6c
Source noteuspto-grants-1996_09