Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethylene Oxide | HCID 6354 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | 2,5-Dibromo-3-phenylthiophene | HCID 4571242 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67257850 | HCID 67257850 | — |
Reaction Steps
To a solution of 2,5-dibromo-3-phenylthiophene (2.54 g, 8.0 mmol) in dry THF (30 mL) at −65° C. was added LDA (8.8 mmol) dropwise. After stirring for 30 min at −65° C., oxirane (20.0 mmol) was added and the reaction was stirred for 2 h. The reaction mixture was then warmed to room temperature and water was added. The resulting mixture was extracted with EtOAc (3×100 mL), washed with brine, and dried over anhydrous Na2SO4. After filtration and concentration, the crude product was purified by column chromatography to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08710245B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-39eb8b49baed460d91e9b42f5f840ba0 |
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| Source note | uspto-grants-2014_04 |
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