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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,1',1''-(Chlorosilylidyne)tris(benzene) | HCID 6458 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 1,3,5-Tribromobenzene | HCID 12279 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 58926930 | HCID 58926930 | 28.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09184399B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-73985adb7d1f4b6c9b5859dc6e5dc143 |
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| Source note | uspto-grants-2015_11 |
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