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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412801Generated: October 26, 2026

1-Chloro-4-nitrobenzene → 4-Methoxy-4'-nitrobiphenyl

https://huagongshe.com/reaction/412801

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-4-nitrobenzeneHCID 7474—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantPotassium FluorideHCID 522689—
SolventTetrahydrofuranHCID 8028—
Product4-Methoxy-4'-nitrobiphenylHCID 1112807998.2%

Reaction Steps

4-Chloronitrobenzene (164 mg, 1.04 mmol) reacted with p-methoxyphenylboronic acid (200 mg, 1.32 mmol) using 1/2 mol % of Pd(OAc)2/Ph5FcP(t-Bu)2 and KF (182 mg, 3.00 mmol) in THF solvent at 50° C. for 17 h to give the title compound (234 mg, 98%) as a solid: 1H-NMR (400 MHz, CDCl3): δ 8.27 (d, 2H, J=8.76 Hz), 7.69 (d, 2H, J=8.76 Hz), 7.59 (d, 2H, J=8.70 Hz), 7.03 (d, 2H, J=8.71 Hz), 3.88 (s, 3H). 13C{1H}-NMR (100 MHz, CDCl3): δ 160.40, 147.15, 146.47, 130.99, 128.52, 127.01, 124.10, 114.56, 55.39. GC/MS(EI): m/z (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562989B2
Source datasetuspto-grants-2003_05
ORD IDord-765db51224a84d27a5735d6b337eae3d
Source noteuspto-grants-2003_05