Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1455618Generated: November 3, 2026

Water → 4'-Methyl-3-nitro-1,1'-biphenyl

https://huagongshe.com/reaction/1455618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Nitrophenylboronic AcidHCID 1677—
Reactant4-BromotolueneHCID 7805—
ReactantSodium CarbonateHCID 10340—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product4'-Methyl-3-nitro-1,1'-biphenylHCID 643523—

Reaction Conditions

Temperature70 °C

Reaction Steps

Under an inert atmosphere was added 3-nitrobenzene boronic acid (6.3 mmol) and sodium carbonate (11.6 mmol) to water (8 mL), toluene (8 mL) and ethanol (8 mL) and stirred for 5 minutes. p-Bromotoluene (5.8 mmol) and tetrakis(triphenylphosphine)palladium (0.3 mmol) added and heated to 70° C. for 7 hours. Concentrated under reduced pressure and extracted into chloroform (3×20 mL). The organics were then washed with 10% sodium bicarbonate (10 mL), water (10 mL) and brine (10 mL) before drying over sodium sulfate, filtering and evaporating to dryness. The residue was then purified by column chromatography and taken onto the next stage.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07482469B2
Source datasetuspto-grants-2009_01
ORD IDord-dc9b3b22ce6c451fa0ea7edc00434982
Source noteuspto-grants-2009_01