HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 15463547, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (Trifluoromethyl)trimethylsilane | HCID 552549 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 18350646 | HCID 18350646 | — |
| Catalyst | Water | HCID 962 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15463547 | HCID 15463547 | — |
Reaction Steps
500 mg of 5-{3-[1-(2-methoxyphenyl)-cyclopropyl]-2-oxo-propionylamino}-phthalide is dissolved under argon in 15 ml of dimethylformamide and mixed with 0.77 ml of trifluoromethyl-trimethylsilane and 500 mg of cesium carbonate while being cooled with ice. After 18 hours of stirring at room temperature, 5 ml of a 1 M solution of tetrabutylammonium fluoride in tetrahydrofuran and a few drops of water are added and stirred for one hour at room temperature. After 100 ml of water is added, it is extracted with ethyl acetate, the organic phase is dried (Na2SO4) and concentrated by evaporation. The crude product is chromatographed on silica gel. With hexane/ethyl acetate (80:20), the title compound is obtained in a pure state.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06323199B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-3e4567bce6df4ce1886f17aa817cbe8c |
| Source note | uspto-grants-2001_11 |