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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1004336Generated: October 31, 2026

Imidazole → HCID 18794886, compound

https://huagongshe.com/reaction/1004336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 18794915HCID 18794915—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 18794886HCID 1879488689.5%

Reaction Steps

645 mg of (2RS,3SR)-3-(hydroxymethyl)-4-{5-(phenylcarbamoyl)-2-furyl}butan-2-ol in 12 ml of dimethylformamide was mixed with 305 mg of imidazole and 372 mg of tert-butyldimethylsilyl chloride under cooling with ice and stirred at the same temperature for 1 hour. Saturated aqueous ammonium chloride and ethyl acetate were added to the reaction solution for extraction, and the organic layer was washed with water and saturated aqueous sodium chloride and then dried over anhydrous magnesium sulfate. The desiccant was filtered off, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography [hexane/ethyl acetate=3/1] to give 805 mg of the title compound as a colorless oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06048894
Source datasetuspto-grants-2000_04
ORD IDord-0a3c75d3b14a4a86acda6d60b3d20211
Source noteuspto-grants-2000_04