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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914405Generated: November 1, 2026

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

https://huagongshe.com/reaction/1914405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Bromo-2-nitrobenzeneHCID 11341—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-Chlorophenylboronic acidHCID 74299—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Product4'-Chloro-2-nitro-1,1'-biphenylHCID 23554974.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixed solution of 10 g of 2-bromonitrobenzene, 8.5 g of 4-chlorophenylboronic 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-chlorophenyl)nitrobenzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08610345B2
Source datasetuspto-grants-2013_12
ORD IDord-6f9bb8e249a64b20b03061e29405bb78
Source noteuspto-grants-2013_12