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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191619Generated: November 2, 2026

Toluene → HCID 68962230, compound

https://huagongshe.com/reaction/2191619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhenylboronic AcidHCID 66827—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-Butyl 4-bromo-2-nitrobenzoateHCID 26369829—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 68962230HCID 68962230—

Reaction Steps

To toluene 70 mL solution of tert-butyl 4-bromo-2-nitrobenzoate 8.8 g were added phenylboronic acid 4.3 g, sodium hydrogen carbonate 6.1 g, ethanol 26 mL, water 13 mL and tetrakis(triphenylphosphine)palladium (0) 1.7 g at room temperature sequentially, and it was heated and refluxed for 3 hours. After the reaction mixture was cooled to room temperature, water was added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after sequential washing with saturated sodium hydrogen carbonate aqueous solution and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. Hexane was added to the obtained residue, solid matter was filtrated to give tert-butyl 2-nitro-4-phenylbenzoate 7.8 g of white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08327467B2
Source datasetuspto-grants-2012_12
ORD IDord-1860ad31c18b4667a53f6fef1b6e3f4e
Source noteuspto-grants-2012_12