Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tributyltin Chloride | HCID 15096 | — |
| Reactant | 4,4-Dihexyl-4H-cyclopenta[1,2-b:5,4-b']bisthiophene | HCID 59426892 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 87227725 | HCID 87227725 | 94.8% |
Reaction Steps
4,4-Dihexyl-4H-cyclopenta[2,1-b;3,4-b′]dithiophene (2.2 g, 0.0065 mol) was dissolved in dry THF (20 mL). The solution was cooled to −78° C. BuLi (7.62, 2.5 M in hexanes, 0.019 mol) was then added to the solution. The reaction mixture was allowed to warm to room temperature and was stirred for 5 hours. The mixture was then cooled again to −78° C. and Bu3SnCl (7.44g, 0.0229 mol) was added. The reaction mixture was allowed to warm to room temperature and was stirred for another 48 hours. Water was then added and the mixture was extracted with dihicholomethane. Organic layer was collected, dried over anhydrous Na2SO4, and concentrated. The residue thus obtained was dissolved in hexane and quickly passed through a plug of silica gel pretreated with triethylamine. The solvent was removed and the residue was dried under vacuum to afford bis-(tributylstannyl)-4,4-dihexyl-cyclopenta[2,1-b:3,4-b′] dithiophene (5.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08058550B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-8e1adf195c9c49e2bae25b13ec465ec8 |
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| Source note | uspto-grants-2011_11 |
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