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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766856Generated: November 1, 2026

Imidazole → HCID 69142436, compound

https://huagongshe.com/reaction/1766856

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
ReactantPhthalideHCID 6885—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 69142436HCID 6914243694%

Reaction Steps

tert-Butylchlorodimethylsilane (647.3 mg, 4.30 mmol) and imidazole (292.3 mg, 4.30 mmol) were added to 6-(hydroxymethyl)-[(3H)-isobenzofuranone (587.5 mg, 3.58 mmol) obtained from Example 1-(4) or Example 1-(6) in N,N-dimethylformamide (10 ml). After the mixture was stirred at room temperature for 1 hour, water (20 ml) was added thereto, and then the product was extracted with a mixed solvent of ethyl acetate and hexane. The organic layer was washed with water and then with a saturated aqueous solution of sodium chloride, and the solvent was distilled off under reduced pressure to afford an oily residue. The residue was subjected to chromatography on a silica gel (25 g) column (eluent; ethyl acetate:hexane=1:10˜1:1) to give the title compound (940.1 mg, 94% yield) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230023B2
Source datasetuspto-grants-2007_06
ORD IDord-3d9a9570a3674683b69386ff682d259b
Source noteuspto-grants-2007_06