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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513317Generated: October 31, 2026

Toluene → HCID 15688873, compound

https://huagongshe.com/reaction/513317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant1,4-Dibromo-2-nitrobenzeneHCID 77004—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 15688873HCID 1568887384.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

A 500 mL round bottom flask was charged with toluene (250 mL), phenyl boronic acid (10 g, 82 mmol), 2,5-dibromonitrobenzene (23.1 g, 82.3 mmol), Pd(PPh3)4 (2.8 g, 2.5 mmol), and 2M Na2CO3 aqueous solution (124 mL). Then, at 90° C., the mixture was heated under reflux for 6 hours. After the reaction was completed, the resultant product was diluted with addition of distilled water at room temperature. Then, the resultant product was extracted with methylene chloride and water. The organic layer was dried with MgSO4, and concentrated. Then, the produced compound was purified by silica gel column (methylene chloride:hexane=1:1) to give 19.2 g of a product (84.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102616B2
Source datasetuspto-grants-2015_08
ORD IDord-948cea6ecac74a6ebdf48987a9adf002
Source noteuspto-grants-2015_08