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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072881Generated: November 3, 2026

Water → HCID 22387982, compound

https://huagongshe.com/reaction/1072881

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantPhenyl dihydrogen orthoborateHCID 78412—
ReactantHCID 22387902HCID 22387902—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 22387982HCID 2238798292.2%

Reaction Steps

To unpurified 3-(4-bromo-2-chlorobenzyl)-5-(methoxycarbonyl)-2-methylbenzo[b]furan (4.00 g) were added a solution of phenylboric acid (1.34 g) in ethanol (3 ml), tetrakis(triphenylphosphine)palladium (0.40 g), sodium carbonate (1.59 g), water (7.50 g) and toluene (30 ml) and the mixture was heated under reflux for 80 min. After cooling, the insoluble matter was removed by filtration through Celite and the filtrate was washed with ethyl acetate and water. Saturated brine was added to the filtrate. The organic layer was separated, dried over anhydrous magnesium sulfate and concentrated to give an oil (3.50 g) containing the object compound as main component. The oil was used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06911469B2
Source datasetuspto-grants-2005_06
ORD IDord-8d6dae92583247de9cb5f501a303ee10
Source noteuspto-grants-2005_06