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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63370Generated: October 26, 2026

Sodium Carbonate → 2-(3-Furanyl)-4,6-dimethylphenol

https://huagongshe.com/reaction/63370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Bromo-4,6-dimethylphenolHCID 299976—
ReactantSodium BicarbonateHCID 516892—
ReactantFuran-3-boronic acidHCID 2734358—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
Product2-(3-Furanyl)-4,6-dimethylphenolHCID 9000278654%

Reaction Steps

2-Bromo-4,6-dimethylphenol (1.8 g, 8.9 mmol) was dissolved in dimethoxyethane/water (2:1). Furan-3-ylboronic acid (1 g, 8.9 mmol), Pd(dppf)Cl2 (0.36 g, 0.45 mmol) and sodium carbonate (3.7 g, 45 mmol) were added thereto, followed by stirring for 1 hour under reflux. After the completion of the reaction, the reaction mixture was added with a saturated sodium hydrogen carbonate aqueous solution, and extracted with ethyl acetate. The obtained organic layer was dried over magnesium sulfate, concentrated under reduced pressure, and purified by column chromatography to obtain 2-(furan-3-yl)-4,6-dimethylphenol (0.9 g, 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447083B2
Source datasetuspto-grants-2016_09
ORD IDord-538299e6fa57496392fcca39dcb9cf07
Source noteuspto-grants-2016_09