HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269539Generated: October 30, 2026
1,2-Dibromobenzene → 2'-Bromo-biphenyl-3-carbonitrile
https://huagongshe.com/reaction/269539
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dibromobenzene | HCID 11414 | — |
| Reactant | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| Reactant | Toluene ethanol | HCID 21863594 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 2'-Bromo-biphenyl-3-carbonitrile | HCID 1392495 | 69.3% |
Reaction Steps
A mixture of 3-cyanophenylboronic acid (735 mg, 5 mmol), 1,2-dibromobenzene (2.36 g, 10 mmol) potassium carbonate (6.9 g, 50 mmol) and tetrakis(triphenylphosphine)palladium(0) (580 mg, 0.5 mmol) in 1:1 toluene/ethanol (40 ml) was stirred and heated at 90° C. under nitrogen for 3 hours. After cooling the mixture was diluted with diethyl ether and water and the organic phase dried (MgSO4) and evaporated to dryness. The residue was purified by chromatography using Biotage with ethyl acetate/iso-hexane (1:19) to yield the title compound as a white solid (895 mg 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07446222B2 |
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| Source dataset | uspto-grants-2008_11 |
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| ORD ID | ord-61ef2a173c7c443d8121534960b66168 |
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| Source note | uspto-grants-2008_11 |
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