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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662895Generated: October 29, 2026

Toluene → HCID 59155936, compound

https://huagongshe.com/reaction/1662895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2-IodothiopheneHCID 18921—
ReactantPotassium FluorideHCID 522689—
ReactantHCID 59155963HCID 59155963—
ProductHCID 59155936HCID 5915593653%

Reaction Steps

At room temperature, 0.1285 g (0.44 mmols) of 2-iodothiophene and 0.0092 g (0.008 mmols) of commercially available tetrakistriphenylphosphine palladium were dissolved in toluene, to which 0.1961 g (0.200 mmols) of 4,4′-bis(dibutoxyphosphoryl)-5,5′-bis(tributylstannyl)-[2,2′]-bithiophene was added at room temperature. Thereafter, the reaction mixture was heated and stirred under reflux for 2 hours. After the reaction, the reaction mixture was cooled down to room temperature, to which a potassium fluoride aqueous solution was added, followed by stirring for 1 hour. Thereafter, the solid was removed by celite filtration and the filtrate was extracted with ethyl acetate. The organic phase was washed with a saturated saline solution and dried over anhydrous sodium sulfate. The solvent was removed by distilling off under reduced pressure, and the resulting crude product was purified with a silica gel column to obtain the specified substance in the form of a red solid at a yield of 0.0634 g (yield: 53%). The thus obtained substance was used as it is for reaction in Example 12(26).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030438B2
Source datasetuspto-grants-2011_10
ORD IDord-3cf04a3d3f7c40238a11fda50cd9736d
Source noteuspto-grants-2011_10