HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromothiophene → HCID 58495549, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromothiophene | HCID 13851 | — |
| Reactant | 3,3-Dimethylbutanoyl chloride | HCID 81514 | — |
| Reactant | Ytterbium triflate | HCID 2733225 | — |
| Solvent | Nitromethane | HCID 6375 | — |
| Product | HCID 58495549 | HCID 58495549 | 81.6% |
Reaction Steps
Stir overnight at room temperature a mixture of 5-bromothiophene (1 g, 6.1 mmol), 3,3-dimethylbutyryl chloride (1.3 mL, 9.1 mmol) and ytterbium(III) trifluoromethanesulfonate (378 mg, 0.6 mmol) in nitromethane (15 mL). Wash the mixture sequentially with water, saturated aqueous NaHCO3 and water. Extract with chloroform, dry over MgSO4, filter and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting with hexane to obtain the desired intermediate (1.3 g, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680091B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-144c0660d4f047f3b0529e43891eaf29 |
| Source note | uspto-grants-2014_03 |