Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 2-Iodothiophene | HCID 18921 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | HCID 59155963 | HCID 59155963 | — |
| Product | HCID 59155936 | HCID 59155936 | 53% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08030438B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-3cf04a3d3f7c40238a11fda50cd9736d |
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| Source note | uspto-grants-2011_10 |
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