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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337789Generated: October 29, 2026

Cesium carbonate → 2-(3-Methylimidazol-4-yl)cyclohex-2-en-1-one

https://huagongshe.com/reaction/337789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,4-DioxaneHCID 31275—
Reactant5-Bromo-1-methyl-1H-imidazoleHCID 1515258—
Reactant(6-Oxocyclohex-1-en-1-yl)boric acidHCID 89963618—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Product2-(3-Methylimidazol-4-yl)cyclohex-2-en-1-oneHCID 899632998%

Reaction Steps

The reaction and aftertreatment were conducted in the same manner as in Example 39a by using (6-oxocyclohex-1-en-1-yl)boric acid (J. Org. Chem. 2011, 76, 3946-3959; 790 mg, 5.65 mmol), 5-bromo-1-methyl-1H-imidazole (910 mg, 5.65 mmol), tetrakis(triphenylphosphine)palladium (0) (326 mg, 0.282 mmol), cesium carbonate (4.00 g, 12.3 mmol), 1,4-dioxane (10 mL) and water (5 mL), to yield the title compound (80 mg, 8%) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889741B2
Source datasetuspto-grants-2014_11
ORD IDord-1e1ec7c9280b4b5896ec358aa5ab7569
Source noteuspto-grants-2014_11