Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2308564Generated: October 29, 2026

Toluene → 3-Methoxy-5-nitro-biphenyl

https://huagongshe.com/reaction/2308564

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
Reactant1-Iodo-3-methoxy-5-nitrobenzeneHCID 10684039—
CatalystHCID 178420553HCID 178420553—
SolventEthanolHCID 702—
Product3-Methoxy-5-nitro-biphenylHCID 2228333081%

Reaction Steps

1-Iodo-3-methoxy-5-nitro-benzene (279 mg, 1 mmol), phenylboronic acid (146 mg, 1.2 mmol), potassium carbonate (2M, 1.0 ml) and tetrakis(triphenylphosphino)palladium(0) are dissolved in ethanol (0.5 ml) and toluene (10 ml) and the mixture heated to 90° C. for 24 h. The volatile components are removed in vacuo and the residue codistilled twice with toluene. Flash chromatography (silica,. eluent dichloromethane/cyclohexane 1:2) affords the product (185 mg, 81%) as light brown solid. MS: m/e=229 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06835732B2
Source datasetuspto-grants-2004_12
ORD IDord-829a79a5b36c464b96c526821bcc2d83
Source noteuspto-grants-2004_12