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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363203Generated: November 1, 2026

Sodium Carbonate → HCID 86654784, compound

https://huagongshe.com/reaction/2363203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3,5-Bis-trifluoromethylphenylboronic acidHCID 156265—
ReactantEthyl 5-bromofuran-2-carboxylateHCID 345282—
CatalystHCID 178418397HCID 178418397—
SolventBenzeneHCID 241—
SolventWaterHCID 962—
ProductHCID 86654784HCID 8665478438%

Reaction Steps

To a solution of ethyl 5-bromofuran-2-carboxylate (100 mg, 0.46 mmol) in benzene (5 mL) were added 3,5-bis(trifluoromethyl)phenylboronic acid (141 mg, 0.55 mmol), 2M Na2CO3 (6860, 1.37 mmol), and catalytic amounts of Pd(PPh3)4 (106 mg, 0.09 mmol). The reaction mixture was refluxed for 6 hrs, diluted with water and extracted with EtOAc. The extracts were washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified by column chromatography on silica gel (EtOAc/n-Hex=1:5) to give title compound (61 mg, 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691855B2
Source datasetuspto-grants-2014_04
ORD IDord-9f3c7c7059c444d6884f47d375d5d55e
Source noteuspto-grants-2014_04