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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 912381Generated: October 27, 2026

Potassium Phosphate, Tribasic → 4-Methyl-3-nitro-1,1'-biphenyl

https://huagongshe.com/reaction/912381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Bromo-5-nitrotolueneHCID 81577—
Catalystpalladium(II) acetateHCID 167845—
Catalyst2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
SolventDimethylformamideHCID 6228—
Product4-Methyl-3-nitro-1,1'-biphenylHCID 12909826185.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a DMF solution (5.0 ml) of 4-bromo-2-methyl-1-nitro-benzene (500 mg), palladium acetate (10.4 mg), S-Phos (38.0 mg) and potassium phosphate (983 mg), phenylboronic acid-pinacol ester (496 mg) was added, and then the mixture was degassed under ultrasonic irradiation. After the mixture was stirred at 100° C. for 18 hours, water (20 ml) was added, followed by extraction with ethyl acetate (20 ml×2), and the organic layer was dried over sodium sulfate. After the sodium sulfate was filtered off, the solvent was distilled off under reduced pressure, followed by purification by silica gel column chromatography (hexane/ethyl acetate=100/1), to obtain the desired compound (457 mg, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022205B2
Source datasetuspto-grants-2011_09
ORD IDord-865d8174ed804dada130866b4b33ce92
Source noteuspto-grants-2011_09