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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374692Generated: October 30, 2026

Water → HCID 24796540, compound

https://huagongshe.com/reaction/2374692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantThiophene, 2,3,5-tribromo-HCID 76592—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 24796540HCID 2479654044.2%

Reaction Steps

Tetrakis(triphenylphosphine)palladium (3 mmol) and 100 mL of an aqueous 2N sodium carbonate solution were added to a solution of 2-thiophene-boric acid (5.0 mmol) and 2,3,5-tribromothiophene (100 mmol) in a mixture of 200 mL of toluene and 100 mL of ethanol in a nitrogen atmosphere. The resulting mixture was refluxed for 24 hours. The reaction mixture was combined with water, and extracted with toluene. The extract solution was washed with water, and dried over magnesium sulfate. The solvent was evaporated to obtain a crude product. The crude product was purified by column chromatography and by recrystallization from hexane to obtain the intended product (22.1 mmol) in a 22% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462726B2
Source datasetuspto-grants-2008_12
ORD IDord-e2ea9a64c734466691ce84198637fcc6
Source noteuspto-grants-2008_12