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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766908Generated: October 30, 2026

Imidazole → 2-[(tert-Butyldimethylsilyl)oxymethyl]-6-methoxybenzyl alcohol

https://huagongshe.com/reaction/1766908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant(3-Methoxy-1,2-phenylene)dimethanolHCID 14892485—
SolventTetrahydrofuranHCID 8028—
Product2-[(tert-Butyldimethylsilyl)oxymethyl]-6-methoxybenzyl alcoholHCID 4683305853%

Reaction Conditions

Temperature0 °C

Reaction Steps

3-Methoxy-1,2-benzenedimethanol (1.30 g, 7.73 mmol) obtained from Example 21-(1) was dissolved in tetrahydrofuran (15 ml), and imidazole (526.2 mg, 7.73 mmol) and tert-butylchlorodimethylsilane (1.165 g, 7.73 mmol) were added thereto at 0° C. with stirring. The mixture was stirred at room temperature for 2 hours, then water was added thereto, and the product was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, and the solvent was distilled off under reduced pressure. The residue was subjected to chromatography on a silica gel (60 g) column (eluent; ethyl acetate:hexane=1:4) to afford the title compound (1.156 g, 53% yield) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230023B2
Source datasetuspto-grants-2007_06
ORD IDord-253902a73572476d84f71ec61421d186
Source noteuspto-grants-2007_06