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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413686Generated: October 24, 2026

Hydrochloric Acid → 5-Phenyl-2-benzofurancarboxylic acid

https://huagongshe.com/en/reaction/413686

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 hrs. The white heterogeneous mass was acidified with 1M HCl, extracted, washed, dried, and evaporated, to give about 2.2 g of 5-phenyl-benzofuran-2-carboxylic acid, mp. 218-220° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06569860B2
Source datasetuspto-grants-2003_05
ORD IDord-486d197c3ce84e2194ce4e5086b7b9fb
Source noteuspto-grants-2003_05