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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412819Generated: October 25, 2026

2-Bromotoluene → 2,2'-Dimethylbiphenyl

https://huagongshe.com/reaction/412819

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromotolueneHCID 7236—
ReactantPotassium FluorideHCID 522689—
Reactant2-Methylphenyl boronic acidHCID 2733267—
SolventTetrahydrofuranHCID 8028—
Product2,2'-DimethylbiphenylHCID 1179798%

Reaction Steps

2-Bromotoluene (87 mg, 0.51 mmol) reacted with 2-methylphenylboronic acid (88 mg, 0.65 mmol) using 1 mol % of Pd(dba)2/Ph5FcP(t-Bu)2 and KF (87 mg, 1.50 mmol) in THF solvent at room temperature to give the title compound (91 mg, 98%) as a colorless oil: 1H-NMR (300 MHz, CDCl3): δ 7.29-7.35 (m, 6H), 7.20 (d, 2H, J=6.3 Hz), 2.15 (s, 6H).). 13C{1H}-NMR (100 MHz, CDCl3): δ 141.56, 135.76, 129.77, 129.25, 127.12, 125.51, 19.81. GC/MS(EI): m/z 182 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562989B2
Source datasetuspto-grants-2003_05
ORD IDord-40b553aec2194ce18bed40f417ad18bc
Source noteuspto-grants-2003_05