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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914403Generated: October 31, 2026

Dimethylformamide → 4'-Methyl-2-nitro-1,1'-biphenyl

https://huagongshe.com/reaction/1914403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Bromo-2-nitrobenzeneHCID 11341—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTolylboronic acidHCID 79799—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Product4'-Methyl-2-nitro-1,1'-biphenylHCID 1044319481.5%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixed solution of 10 g of 2-bromonitrobenzene, 8.2 g of 4-methylphenylboronic acid, 25.4 g of tripotassium phosphate, 3.9 g of tetrabutylammonium bromide, 270 mg of palladium acetate and 150 ml of dimethylformamide was heated and stirred under a nitrogen gas stream at 130° C. for 3 hours. The solution was cooled to room temperature and 100 ml of water was poured into the solution, followed by extraction with 150 ml of ethyl acetate. The organic layer was washed twice with 100 ml of water, dried over magnesium sulfate and then evaporated. The concentrate was purified by silica gel column chromatography and then vacuum-dried to obtain 8.6 g of 2-(4-methylphenyl)nitrobenzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08610345B2
Source datasetuspto-grants-2013_12
ORD IDord-b65ad1b26c404272befc9ab2a9d3344b
Source noteuspto-grants-2013_12