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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1070384Generated: November 1, 2026

Hydrochloric Acid → 5-Phenyl-2-benzofurancarboxylic acid

https://huagongshe.com/reaction/1070384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantEthyl (5-bromobenzofuran)-2-carboxylateHCID 735184—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product5-Phenyl-2-benzofurancarboxylic acidHCID 1299090899.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of ethyl 5-bromo-benzofuran-2-carboxylate (2.5 g, 9.3 mmol), benzeneboronic acid (1.25 g, 10.2 mmol), tetrakis(triphenylphosphine)palladium (0) (118 mg), sodium carbonate (3.25 g, 30.6 mmol) in water (25 mL), and dioxane (25 mL) was stirred under an argon atmosphere and heated to 100° C. for 16 h. The white heterogeneous mass was acidified with 1M HCl, extracted, washed, dried, and evaporated, to give 2.2 g of 5-phenyl-benzofuran-2-carboxylic acid, mp. 218-220° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06903086B2
Source datasetuspto-grants-2005_06
ORD IDord-8c23a9ce9ac04db99d69c84f45233f7f
Source noteuspto-grants-2005_06