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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629321Generated: October 29, 2026

Toluene → HCID 118468237, compound

https://huagongshe.com/reaction/629321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant1-[4-(Bromomethyl)Phenyl]-1H-PyrazoleHCID 2776479—
ReactantHCID 75486482HCID 75486482—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 118468237HCID 11846823737.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of methyl 4-chloro-2-hydroxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (0.15 g) in a mixed solvent of toluene (4.00 mL)-ethanol (0.80 mL)-water (0.80 mL) were added 1-(4-(bromomethyl)phenyl)-1H-pyrazole (0.11 g), tetrakis(triphenylphosphine)palladium(0) (0.06 g) and tripotassium phosphate (0.26 g), and the mixture was stirred overnight at 100° C. under argon atmosphere. The reaction mixture was allowed to be cooled to room temperature, water and ethyl acetate were added thereto, and the mixture was partitioned. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.06 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315458B2
Source datasetuspto-grants-2016_04
ORD IDord-7d49c3da837c4ba191fded6158c83b07
Source noteuspto-grants-2016_04