Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Thiophene | HCID 8030 | — |
| Reactant | 1-Bromododecane | HCID 8919 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Dodecylthiophene | HCID 566347 | 54.2% |
Reaction Steps
8.0 g of thiophene was dissolved in 150 ml of tetrahydrofuran and cooled to 0° C. To this solution, 62 ml of n-butyllithium solution (1.6 mol/l hexane solution) was added dropwise, and stirred for 3 hours. 25.0 g of n-dodecylbromide was added dropwise to the solution, and was stirred at room temperature for 18 hours. 150 ml of water and 150 ml of dichloromethane were added to the resulting solution to separate the organic layer. The organic layer was washed with 300 ml of water and dried over anhydrous magnesium sulfate. The solvent was distilled off from the resulting solution under reduced pressure with a rotary evaporator and then the solution was distilled under reduced pressure to obtain 13 g of 2-n-dodecylthiophene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08441002B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-73daaf730d294c04866af59ce5f0e935 |
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| Source note | uspto-grants-2013_05 |
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