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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2377222Generated: November 1, 2026

Imidazole → 2-Bromo-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]naphthalene

https://huagongshe.com/reaction/2377222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactant6-Bromo-2-naphthalenolHCID 27144—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product2-Bromo-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]naphthaleneHCID 13473083—

Reaction Steps

To a solution of 6-bromo-2-napthol (1.12 g, 5 mmol) in anhydrous THF (15 mL) was added imidazole (0.476 g, 7 mmol) followed by TBSCl (1.05 g, 7 mmol) at room temperature under nitrogen atmosphere. The reaction mixture was stirred at room temperature for 40 h and was diluted with ether, washed with brine and dried over anhydrous Mg2SO4. The solvent was removed to yield the crude product, which was recrystallized from methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07468462B2
Source datasetuspto-grants-2008_12
ORD IDord-07a76a0bdcdc47bb9b75b2c289f44651
Source noteuspto-grants-2008_12