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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412805Generated: October 26, 2026

Bromobenzene → 2-Methylbiphenyl

https://huagongshe.com/reaction/412805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
ReactantPotassium FluorideHCID 522689—
Reactant2-Methylphenyl boronic acidHCID 2733267—
SolventTetrahydrofuranHCID 8028—
Product2-MethylbiphenylHCID 1256395%

Reaction Steps

2-Bromobenzene (80 mg, 0.51 mmol) reacted with 2-methylphenylboronic acid (90 mg, 0.66 mmol) using 1.0 mol % of Pd(dba)2/Ph5FcP(t-Bu)2 and KF (87 mg, 1.55 mmol) in THF solvent at room temperature to give the title compound (80 mg, 95%) as a colorless oil: 1H-NMR (400 MHz, CDCl3): δ 7.51-7.47 (m, 2H), 7.44-7.40 (m, 3H), 7.36-7.32 (m, 4H), 2.36 (s, 3H). 13C{1H}-NMR (100 MHz, CDCl3): δ 141.91, 141.89, 135.30, 130.27, 129.76, 129.16, 128.03, 127.22, 126.72, 125.73, 20.46. GC/MS(EI): m/z 168 (M+), 153.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562989B2
Source datasetuspto-grants-2003_05
ORD IDord-febc04f39af74a9892aa859c2bae16a2
Source noteuspto-grants-2003_05