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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473861Generated: October 25, 2026

Potassium Carbonate → 5-Bromo-[1,1'-biphenyl]-3-carbonitrile

https://huagongshe.com/reaction/1473861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
Reactant3,5-DibromobenzonitrileHCID 2797690—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-Bromo-[1,1'-biphenyl]-3-carbonitrileHCID 59588151—

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 3,5-dibromobenzonitrile (0.58 g, 2.2 mmol), phenylboronic acid (0.24 g, 2.0 mmol), Pd(PPh3)4 (0.23 g, 0.1 mmol), K2CO3 (3 mL 2 M aqueous solution) and DME (3 mL) was degassed and heated to 95° C. for 12 hr under argon. The reaction mixture was diluted with EtOAc and washed with water. The aqueous layer was extracted with ethyl acetate (2×). The combined organics were dried (MgSO4) and concentrated to give the crude product which was purified with chromatography on silica gel (EtOAc/hexanes) to afford 5-bromobiphenyl-3-carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018205B2
Source datasetuspto-grants-2015_04
ORD IDord-6cf0994dfd444f76be11de186b985b25
Source noteuspto-grants-2015_04