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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22744Generated: October 26, 2026

Sodium Carbonate → 5-Chloro-3-ethyl-benzofuran

https://huagongshe.com/reaction/22744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactantn-Butylamine hydrochlorideHCID 19726—
ReactantSodium FormateHCID 2723810—
Reactant4-chloro-2-iodo O-crotyl phenolHCID 69874042—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
Product5-Chloro-3-ethyl-benzofuranHCID 1165838460.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 4-chloro-2-iodo O-crotyl phenol (1.5 g, 4.86 mmol), sodium carbonate (12.2 mmol, 1.3 g), sodium formate (4.86 mmol, 330 mg), n-butyl ammonium chloride (5.34 mmol, 1.5 g) and DMF (10 mL) was added palladium di-acetate (0.24 mmol, 55 mg). The reaction was heated at 80° C. and maintained at that temperature overnight. After bringing the reaction to room temperature, the mixture was filtered. The filtrate was dried and evaporated to give a crude product, which was purified by silica gel chromatography (eluent:hexanes) to obtain 5-chloro-3-ethyl-benzofuran as a clear oil (60%, 530 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06849629B2
Source datasetuspto-grants-2005_02
ORD IDord-a78f05158222489f8516262e16c2e1d4
Source noteuspto-grants-2005_02