Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412809Generated: October 28, 2026

Bromobenzene → 4-Chlorobiphenyl

https://huagongshe.com/reaction/412809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-Chlorophenylboronic acidHCID 74299—
SolventTolueneHCID 1140—
Product4-ChlorobiphenylHCID 1632378%

Reaction Steps

Bromobenzene (80 mg, 0.51 mmol) reacted with 4-chlorophenylboronic acid (103 mg, 0.66 mmol) using 0.5/1.0 mol % of Pd(dba)2/Ph5FcP(t-Bu)2 and K3PO4 (318 mg, 1.50 mmol) in toluene at 100° C. to give the title compound (75 mg, 78%) as a white solid: 1H-NMR (400 MHz, CDCl3): δ 7.41-7.62 (m, 9H). 13C{1H}-NMR (100 MHz, CDCl3): δ 139.95, 139.62, 133.33, 128.88, 128.86, 128.36, 127.56, 126.96. GC/MS(EI): m/z 188 (M+), 152

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562989B2
Source datasetuspto-grants-2003_05
ORD IDord-a4d4f2d345c7475eb95e4a97fc0d2c86
Source noteuspto-grants-2003_05