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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120580Generated: November 1, 2026

Hydrochloric Acid → 5-Phenyl-2-benzofurancarboxylic acid

https://huagongshe.com/reaction/2120580

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 15 (2.5 g, 9.3 mmole), benzeneboronic acid (1.25 g, 10.2 mmole), tetrakis(triphenylphosphine)palladium (0) (118 mg), sodium carbonate (3.25 g, 30.6 mmole) 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 16, mp. 218-220° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693098B2
Source datasetuspto-grants-2004_02
ORD IDord-c449ce2634624ae389d6099c42b4f538
Source noteuspto-grants-2004_02