HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium fluoride → HCID 90204320, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | HCID 90203770 | HCID 90203770 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90204320 | HCID 90204320 | 82.2% |
Reaction Steps
To a solution of (NE)-2-methyl-N-[(3-methyloxetan-3-yl)methylene]propane-2-sulfinamide (CAN 1450658-44-2, 1.3 g, 6.39 mmole) in dry THF (35 ml) under argon atmosphere was added cesium fluoride (1.17 g, 7.67 mmol) followed by trimethylsilyl cyanide (761 mg, 1.03 ml, 7.67 mmol). The reaction mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated in vacuo followed by dilution with ethylacetate. The organic phase was extracted with water and brine. The organic phase was dried over sodium sulfate and evaporated down to dryness. The crude material was purified by flash chromatography on silica eluting with a heptane/ethyl acetate gradient to yield the title compound (1.21 g, 82%). MS (ESI, m/z): 231.6 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409866B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-b41dca8078244ef185d9a963b95b934e |
| Source note | uspto-grants-2016_08 |