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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584322Generated: October 31, 2026

Potassium Carbonate → 1-(2,2′-Dimethyl-5′-nitro[1,1′-biphenyl]-4-yl)-1-propanone

https://huagongshe.com/reaction/584322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-4-nitrotolueneHCID 82189—
Reactant(2-Methyl-4-propanoylphenyl)boronic acidHCID 22345627—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product1-(2,2′-Dimethyl-5′-nitro[1,1′-biphenyl]-4-yl)-1-propanoneHCID 2234560981.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

2.5 g (13 mmol) of 2-methyl-4-propionylbenzeneboronic acid are placed in 100 ml of dimethoxyethane in a round-bottomed flask, and 2.2 g (10 mmol) of 2-bromo-4-nitrotoluene and 13 ml of aqueous 2M potassium carbonate solution are added. The medium is degassed for 10 minutes with a flow of nitrogen, and 580 mg (0.5 mmol) of tetrakis(triphenylphosphine)palladium are then added. The medium is stirred for 14 hours at 90° C. and then worked up as usual. The residue is obtained after chromatography on a column of silica (eluent: 1 ethyl acetate/9 heptane) to give 2.3 g (81%) of the expected product in the form of a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06924400B2
Source datasetuspto-grants-2005_08
ORD IDord-ff71698e68a64e01b3e97c5251807d01
Source noteuspto-grants-2005_08