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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1424972Generated: October 31, 2026

Triethylamine → HCID 22662877, compound

https://huagongshe.com/reaction/1424972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant4-hydroxymethyl-5-methyl-1H-imidazoleHCID 122433—
SolventDimethylformamideHCID 6228—
ProductHCID 22662877HCID 2266287777%

Reaction Steps

4-(Hydroxymethyl)-5-methyl-1H-imidazole (4 g, 26.9 mmol) was dissolved in DMF (80 mL). Triethylamine (13.5 mL, 96.9 mmol) and tert-butyl(dimethyl)silyl chloride (4.68 g, 31.0 mmol) were added, followed by stirring for three hours. Ethyl acetate was added to the reaction solution, and the organic layer was washed with brine and dried over anhydrous sodium sulfate. Following concentration under reduced pressure, the residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=4/1, dichloromethane/methanol=92/8) to obtain 4.67 g of the title compound (77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-a4525a76b3d844d89bc3be11d23476c7
Source noteuspto-grants-2015_01