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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662749Generated: October 28, 2026

Imidazole → [(3-Bromo-4-methoxybenzyl)oxy] (tert-butyl) dimethyl silane

https://huagongshe.com/reaction/1662749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant(3-Bromo-4-methoxyphenyl)methanolHCID 13551346—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product[(3-Bromo-4-methoxybenzyl)oxy] (tert-butyl) dimethyl silaneHCID 86625718100.8%

Reaction Steps

To a solution of 98.8 g of the compound obtained in Step 204-1 in DMF (455 ml) was added 72.0 g of TBSCl and 62.0 g of imidazole under ice cooling, and the reaction mixture was stirred for 10 minutes. The solution was warmed to room temperature then stirred for two hours, water and Et2O were added and liquid separation was performed. The organic layer was washed with saturated brine and dried over MgSO4, then, the drying agent was separated by filtration and the solvent was evaporated under reduced pressure. n-hexane was used on the obtained solid residue for a recovery by filtration to obtain 152 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030499B2
Source datasetuspto-grants-2011_10
ORD IDord-4157bc0c1aa343cca3573b56b903fd06
Source noteuspto-grants-2011_10