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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412823Generated: October 25, 2026

1-Bromo-2,6-dichlorobenzene → 2,6-Dichloro-2'-methyl-1,1'-biphenyl

https://huagongshe.com/reaction/412823

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2,6-dichlorobenzeneHCID 29568—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Methylphenyl boronic acidHCID 2733267—
SolventTolueneHCID 1140—
Product2,6-Dichloro-2'-methyl-1,1'-biphenylHCID 1434544792.8%

Reaction Steps

1-Bromo-2,6-dichlorobenzene (90 mg,-0.40 mmol) reacted with 2-methylphenylboronic acid (82 mg, 0.60 mmol) using 2/4 mol % of Pd(dba)2/Ph5FcP(t-Bu)2 and K3PO4 (254 mg, 1.20 mmol) in toluene at 100° C. to give the title compound (88 mg, 76%): 1H-NMR (400 MHz, CDCl3): δ 8.07 (d, 2H, J=8.07 Hz), 7.28-7.18 (m, 3H), 7.15 (t, 1H, J=8.13 Hz), 7.00 (d, 1H, J=7.25 Hz), 1.99 (s, 3H). 13C{1H}-NMR (125 MHz, CDCl3): δ 139.23, 136.91, 136.16, 135.09, 129.90, 129.04, 129.01, 128.39, 127.88, 125.81, 19.30. GC/MS(EI): (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562989B2
Source datasetuspto-grants-2003_05
ORD IDord-b80c3729f67c41f0a0dd3eb1a2ecdae9
Source noteuspto-grants-2003_05