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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869221Generated: October 30, 2026

Toluene → HCID 66642891, compound

https://huagongshe.com/reaction/869221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 66643135HCID 66643135—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 66642891HCID 66642891—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a mixture of 1-(2-iodo-4-nitrophenyl)-4-methylpiperazine (Preparation Example 241) (406 mg), toluene (3 mL) and water (3 mL), sodium carbonate (496 mg), phenylboronic acid (157 mg) and tetrakis(triphenylphosphine)palladium (68 mg) were added in an argon atmosphere and stirred overnight at 110° C. The reaction liquid was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride and then dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluent; chloroform/methanol) to give 1-methyl-4-(5-nitrobiphenyl-2-yl)piperazine (348 mg) as a yellow brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969336B2
Source datasetuspto-grants-2015_03
ORD IDord-6d898fdc1b4c406bb40fb692d7a97753
Source noteuspto-grants-2015_03