HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromobiphenyl → [([1,1'-Biphenyl]-3-yl)ethynyl](trimethyl)silane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromobiphenyl | HCID 16449 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Product | [([1,1'-Biphenyl]-3-yl)ethynyl](trimethyl)silane | HCID 59834575 | 88.3% |
Reaction Steps
To a solution of 3-bromo-1,1′-biphenyl (5.06 g, 21.76 mmol) in TEA (20 mL) are added dichlorobis(triphenylphosphine)palladium (0.47 g, 0.65 mmol), copper iodide (0.08 g, 0.44 mmol) and ethynyl(trimethyl)silane (4.62 mL, 32.64 mmol). The reaction mixture is refluxed for 3 h and cooled to room temperature. After evaporation of the solvent, the crude material is purified by chromatography (silica gel, 100% hexane) to afford the title compound (4.81 g, 88%) as an oil. MS (+) EI: 250 M+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07452885B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-65c875ef60d8490dbfbe4e5a2ace50f6 |
| Source note | uspto-grants-2008_11 |