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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968307Generated: October 29, 2026

Toluene → HCID 22288648, compound

https://huagongshe.com/reaction/968307

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantHCID 22288640HCID 22288640—
ReactantHCID 22288643HCID 22288643—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
ProductHCID 22288648HCID 2228864873.1%

Reaction Steps

To a toluene (80 mL) solution containing 4-{2-[(6-bromo-2-pyridinyl)oxy]ethoxy}benzaldehyde (1 g) and tetrakis(triphenylphosphine)palladium (0.18 g), a 2M aqueous solution (4 mL) of sodium carbonate and a solution of 2,4-difluorophenylbenzeneboronic acid (0.64 g) in ethanol (4 mL) were added. The resultant mixture was refluxed for four hours. After completion of reaction, the reaction mixture was poured into saturated saline, and the thus-obtained toluene layer of the resultant mixture was separated. The separated layer was dried over magnesium sulfate, and the residual solvent was removed through distillation under reduced pressure. The thus-yielded residue was purified by means of a silica gel column, to thereby yield 0.71 g of the title compound as colorless crystals (yield 64.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06958353B2
Source datasetuspto-grants-2005_10
ORD IDord-93e75e556a8e4d85a543152013c18b3c
Source noteuspto-grants-2005_10