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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

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DibromobenzeneHCID 11414—
Reactant3-Cyanophenylboronic acidHCID 2734325—
ReactantToluene ethanolHCID 21863594—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
Product2'-Bromo-biphenyl-3-carbonitrileHCID 139249569.3%

Reaction Conditions

Temperature90 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446222B2
Source datasetuspto-grants-2008_11
ORD IDord-61ef2a173c7c443d8121534960b66168
Source noteuspto-grants-2008_11