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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412804Generated: October 28, 2026

Benzonitrile, 4-bromo- → 4'-Formyl-biphenyl-4-carbonitrile

https://huagongshe.com/reaction/412804

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzonitrile, 4-bromo-HCID 12162—
ReactantPotassium FluorideHCID 522689—
Reactant4-Formylphenylboronic AcidHCID 591073—
SolventTetrahydrofuranHCID 8028—
Product4'-Formyl-biphenyl-4-carbonitrileHCID 2759214100.1%

Reaction Steps

4-Bromobenzonitrile (73 mg, 0.40 mmol) reacted with 4-formylphenylboronic acid (90 mg, 0.60 mmol) using 0.5/1.0 mol % of Pd(dba)2/Ph5FcP(t-Bu)2 and KF (70 mg, 1.21 mmol) in THF solvent at 40° C. to give the title compound (83 mg, 97%) as a white solid: 1H-NMR (500 MHz, CDCl3): δ 10.10 (s, 1H), 8.01 (d, 2H, J=8.25 Hz), 7.80-7.74 (m, 6H). 13C{1H}-NMR (125 MHz, CDCl3): δ 191.57, 144.90, 144.14, 136.14, 132.78, 130.41,128.03, 127.91, 118.52, 112.17. GC/MS(EI): m/z 207 (M+), 206.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562989B2
Source datasetuspto-grants-2003_05
ORD IDord-d287d34348f64f32a62ff4c7ba0eb1ee
Source noteuspto-grants-2003_05