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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713588Generated: November 2, 2026

1,1',1''-(Chlorosilylidyne)tris(benzene) → HCID 58926930, compound

https://huagongshe.com/reaction/713588

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1',1''-(Chlorosilylidyne)tris(benzene)HCID 6458—
ReactantHexaneHCID 8058—
Reactant1,3,5-TribromobenzeneHCID 12279—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
ProductHCID 58926930HCID 5892693028.3%

Reaction Conditions

Temperature-78 °C

Reaction Steps

Into a solution of 1,3,5-tribromobenzene (9.0 g, 28.6 mmol) in diethyl ether (200 mL) was added n-butyllithium solution in hexane (2.5 M, 12 mL, 30.6 mmol) dropwise at −78° C. The reaction was stirred at this temperature for 30 minutes before a solution of chlorotriphenylsilane (9.27 g, 31.4 mmol) in diethyl ether (90 mL) was added dropwise. The reaction mixture was stirred at −78° C. for 1 hour, and then allowed to warm to room temperature and continue to stir overnight, and finally refluxed for 2 hours. After cooling to room temperature, the solid was filtered off. Upon evaporation of the solvent, the residue was purified by column chromatography on silica gel with hexane/DCM (9/1, v/v) as eluent to yield (3,5-dibromophenyl)triphenylsilane (4.0 g, 28%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09184399B2
Source datasetuspto-grants-2015_11
ORD IDord-73985adb7d1f4b6c9b5859dc6e5dc143
Source noteuspto-grants-2015_11