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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966260Generated: October 30, 2026

Ethanol → HCID 58027130, compound

https://huagongshe.com/reaction/1966260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
ReactantMethyl 2-Bromo-5-nitrobenzoateHCID 245494—
Reactant2,3,4-Trifluorobenzeneboronic acidHCID 2783280—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 58027130HCID 5802713053%

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 2,3,4-trifluorophenylboronic acid (4.70 g, 26.7 mmol), methyl 2-bromo-5-nitrobenzoate (9.02 g, 34.7 mmol), sodium carbonate (8.49 g, 80.1 mmol) and tetrakis(triphenylphosphine)palladium(0) (1.55 g, 1.34 mmol) was suspended in a mixture of toluene (160 mL)-ethanol (40 mL)-water (80 mL), and then the mixture was stirred under nitrogen atmosphere at 95° C. overnight. After cooling down, ethyl acetate (200 mL) and water (200 mL) were added thereto, and then separated. The organic layer was washed with saturated brine (150 mL), dried over anhydrous magnesium sulfate, and then the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled reference compound (4.37 g) as a brown oil. (Yield 53%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420635B2
Source datasetuspto-grants-2013_04
ORD IDord-c62a98fb9eb74825bbdab28600810dc5
Source noteuspto-grants-2013_04