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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366285Generated: November 1, 2026

Water → HCID 58748417, compound

https://huagongshe.com/reaction/1366285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-2-nitrotolueneHCID 123546—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 58748417HCID 5874841779%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 4-methoxyphenyl-boronic acid (500 mg, 3.29 mmol) in toluene (5.2 mL) and ethanol (1.3 mL), potassium carbonate (910 mg, 6.58 mmol), tetrakis(triphenylphosphine)-palladium (228.1 mg, 0.099 mmol) and 4-bromo-1-methyl-2-nitrobenzene (711 mg, 3.29 mmol) are added and stirred at 100° C. for 7 hours. The mixture is poured into water and extracted with ethyl acetate two times. The organic layer is washed with water and then brine, dried over magnesium sulfate, and evaporated in vacuo. The residue is purified with silica gel column chromatography (n-hexane:ethyl acetate=5:1) to afford the 4′-methoxy-4-methyl-3-nitrobiphenyl (630 mg, 79%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893074B2
Source datasetuspto-grants-2011_02
ORD IDord-e9e41b3cc746498eac331174203fb3d4
Source noteuspto-grants-2011_02