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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282794Generated: November 3, 2026

Chlorotrimethylsilane → 3,5-Dibromo-1-trimethylsilylbenzene

https://huagongshe.com/reaction/2282794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantTetrahydrofuranHCID 8028—
Reactant1,3,5-TribromobenzeneHCID 12279—
ReactantButyllithiumHCID 178418339—
SolventMethanolHCID 887—
SolventTriethylamineHCID 8471—
Product3,5-Dibromo-1-trimethylsilylbenzeneHCID 626244—

Reaction Steps

1 g of 1,3,5-tribromobenzene was added to 20 mL of tetrahydrofuran and the temperature was adjusted to −78° C. Subsequently, 1.65 mL of butyllithium was slowly added dropwise. The mixture was stirred for 2 hr while maintaining its temperature, and 0.45 g of chlorotrimethylsilane was slowly added dropwise, after which the temperature of the mixture was raised to room temperature. After completion of the reaction, triethylamine and methanol were added, and the reaction mixture was stirred and extracted, followed by drying the solvent. The resulting solid was filtered and purified, yielding (3,5-dibromophenyl)trimethylsilane as an intermediate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09142784B2
Source datasetuspto-grants-2015_09
ORD IDord-8f156dde4f2d41e2b2b6d2728d8f2c08
Source noteuspto-grants-2015_09