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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 231218Generated: October 31, 2026

2-Acetylimidazole → 2-Acetyl-4-(4-pyridyl)cyclohexanone

https://huagongshe.com/reaction/231218

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AcetylimidazoleHCID 538972—
ReactantCyclohexanone, 4-(4-pyridinyl)-HCID 10154273—
ReactantButyllithiumHCID 178418339—
SolventDiisopropylamineHCID 7912—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product2-Acetyl-4-(4-pyridyl)cyclohexanoneHCID 1377205566.5%

Reaction Steps

In 40 ml of tetrahydrofuran was dissolved 3.2 ml of diisopropylamine and, 14.2 ml of 1.6 mol n-butyl lithium solution in hexane was added to the solution at -20° C. Next, a solution of 2 g of 4-(4-pyridyl)cyclohexanone obtained in Example 1 in 40 ml of tetrahydrofuran was added to the mixture at -40° C. The reaction solution was cooled to -78° C., to which a solution of 2.5 g of acetylimidazole in 40 ml of tetrahydrofuran was added. After stirring at room temperature, the reaction solution was poured onto ice. After washing with ether, the aqueous phase was saturated with ammonium chloride and extracted with methylene chloride to give 1.65 g of 2-acetyl-4-(4-pyridyl)cyclohexanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04845228
Source datasetuspto-grants-1989_07
ORD IDord-44a6420d6be14772a5f09eb535096adb
Source noteuspto-grants-1989_07