Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butyl iodide | HCID 10962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(6-Chloro-3-indolyl)-2,2,2-trifluoroethanone | HCID 22497252 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22497248 | HCID 22497248 | 115.3% |
Reaction Steps
A mixture of 1-(6-chloro-1H-indol-3-yl)-2,2,2-trifluoro-ethanone (200 mg, 0.81 mmol) and potassium carbonate (214 mg, 2.02 mmol) in N,N-dimethylformamide (2.0 mL) was stirred at 25° C. for 30 min. The reaction was then treated with 1-iodobutane (0.14 mL, 1.21 mmol) and heated at 60° C. for 5 h. At this time, the reaction was cooled to 25° C. and concentrated in vacuo. The residue was diluted with ethyl acetate (50 mL) and was washed with a saturated aqueous sodium bicarbonate solution (1×50 mL), water (2×50 mL) and a saturated aqueous sodium chloride solution (1×50 mL). The organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 1-(1-butyl-6-chloro-1H-indol-3-yl)-2,2,2-trifluoro-ethanone (283.7 mg) as an orange oil which was used without further purification or characterization.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06881844B2 |
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| Source dataset | uspto-grants-2005_04 |
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| ORD ID | ord-364e293f1b354d51a39bb6651e8726f4 |
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| Source note | uspto-grants-2005_04 |
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