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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108090Generated: October 27, 2026

Water → 1-Cyano-1-[3-[4-(2-methylimidazol-1-yl)benzyloxy]phenyl]-cyclobutane

https://huagongshe.com/reaction/1108090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(3-Hydroxyphenyl)cyclobutane-1-carbonitrileHCID 18786320—
Reactant4-(2-Methylimidazol-1-yl)benzyl chloride hydrochlorideHCID 18786342—
SolventDimethylformamideHCID 6228—
Product1-Cyano-1-[3-[4-(2-methylimidazol-1-yl)benzyloxy]phenyl]-cyclobutaneHCID 1878636184.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1-cyano-1-(3-hydroxyphenyl)cyclobutane (1.76 g, 10 mmol), 4-(2-methylimidazol-1-yl)benzylchloride hydrochloride (2.10 g, 10 mmol) and potassium carbonate (6.90 g, 50 mmol) in DMF (80 ml) were stirred together at 80° C. for 3 hrs. Water (200 ml) was added and the mixture extracted with ethyl acetate/benzene (2/1, 100 ml×2), washed with water (100 ml×2), brine (100 ml), dried (MgSO4) and concentrated in vacuo. The residue was purified by column chromatography (SiO2, 150 g; dichloromethane/methanol (20/1)) to afford 2.90 g (84%) of the titled compound as a clear yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06063928
Source datasetuspto-grants-2000_05
ORD IDord-ecf95db6dddd4e11b827ef36388c6098
Source noteuspto-grants-2000_05