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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72331Generated: October 30, 2026

Imidazole → 3-(4-Benzyloxy-phenyl)-5-imidazol-1-ylmethyl-isoxazole

https://huagongshe.com/reaction/72331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantPotassium CarbonateHCID 11430—
ReactantMethanesulfonic acid 3-(4-benzyloxy-phenyl)-isoxazol-5-ylmethyl esterHCID 59667381—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
Product3-(4-Benzyloxy-phenyl)-5-imidazol-1-ylmethyl-isoxazoleHCID 46893778—

Reaction Steps

Methanesulfonic acid-3-(4-benzyloxy-phenyl)-isoxazol-5-ylmethyl ester (600 mg, 1.67 mmol), imidazole (170 mg, 2.50 mmol), potassium carbonate (460 mg, 3.34 mmol), and TBAI (200 mg, 0.54 mmol) were placed in 20 ml of DMF and stirred for 2 hours. The completion of the reaction was confirmed by LC, and then a crude solid compound obtained from distillation of the DMF under reduced pressure was extracted with ethyl acetate and water. The ethyl acetate was distilled off under reduced pressure to obtain a white solid compound. The compound was purified by silica chromatography (methylene chloride:MeOH=20:1) to obtain 3-(4-benzyloxy-phenyl)-5-imidazol-1-ylmethyl-isoxazole as a white solid compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828992B2
Source datasetuspto-grants-2014_09
ORD IDord-76dcf39e19b440bcbcb98d072d97b2d3
Source noteuspto-grants-2014_09