Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Iodothiophene | HCID 18921 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | HCID 86638407 | HCID 86638407 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86638406 | HCID 86638406 | 88% |
Reaction Steps
In THF, 0.600 g (0.930 mmols) of 2-tributylstannyl-3,4-bis(diethoxyphosphoryl)thiophene and 0.1013 g (1.023 mmols) of commercially available copper(I) chloride were dissolved, to which 0.2344 g (1.116 mmols) of 2-iodothiophene was added at room temperature. Thereafter, the reaction mixture was heated and stirred under reflux for 4 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 2 hours. Subsequently, the resulting 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 (ethyl acetate:methanol=15:1) to obtain the specified substance at a yield of 0.3595 g (yield: 88%).
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-f74980e157ff4234aa33c1f33034aad5 |
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| Source note | uspto-grants-2011_10 |
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