HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzonitrile, 4-bromo- → 4'-bromo-[1,1'-Biphenyl]-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzonitrile, 4-bromo- | HCID 12162 | — |
| Reactant | 4-Bromophenyl-boric acid | HCID 315513 | — |
| Reactant | 3-(Biphenyl-4-yl)furan | HCID 18380293 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4'-bromo-[1,1'-Biphenyl]-4-carbonitrile | HCID 1394462 | 67.3% |
Reaction Steps
As described in Example 1(a) for the preparation of 3-biphenyl-4-yl-furan, 4-bromobenzonitrile (9.42 g, 51.8 mmol) and 4-bromophenylboric acid (5.20 g, 25.9 mmol) were coupled in EtOH to afford 4.50 g (67%) of 4′-bromo-biphenyl-4-carbonitrile as a grey powder, mp 147-8° C. (lit 153-5° C.; McNamara, J.; Gleason, W. B. J. Org. Chem. 1976, 41, 1071). The material had an NMR spectrum that matched literature (see Amatore, C.; Juland, A.; Negri, S. J. Organomet. Chem. 1990, 390, 389-398) and was typically used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06174915B1 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-eb60e8168edd4962887bf843b79894a2 |
| Source note | uspto-grants-2001_01 |