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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566765Generated: October 30, 2026

Benzonitrile, 4-bromo- → 4'-bromo-[1,1'-Biphenyl]-4-carbonitrile

https://huagongshe.com/reaction/566765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzonitrile, 4-bromo-HCID 12162—
Reactant4-Bromophenyl-boric acidHCID 315513—
Reactant3-(Biphenyl-4-yl)furanHCID 18380293—
SolventEthanolHCID 702—
Product4'-bromo-[1,1'-Biphenyl]-4-carbonitrileHCID 139446267.3%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06174915B1
Source datasetuspto-grants-2001_01
ORD IDord-eb60e8168edd4962887bf843b79894a2
Source noteuspto-grants-2001_01