HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 67329823, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(Trifluoromethyl)phenol | HCID 67874 | — |
| Reactant | HCID 67330915 | HCID 67330915 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67329823 | HCID 67329823 | 22.2% |
Reaction Steps
The bromide 49.1 (90 mg, 0.17 mmol) was dissolved in DMF (2.0 mL). Cesium carbonate (220 mg, 0.68 mmol) and 4-trifluoromethylphenol (110 mg, 0.68 mmol) were added to the solution and the mixture was then heated with stirring for three hours. The reaction mixture was then cooled to room temperature and diluted with water. The mixture was extracted with EtOAc (2×50 mL). The combined organic layers were washed with 1M lithium chloride solution (1×25 mL), water (1×25 mL) and brine (1×25 mL), and dried over magnesium sulfate. The filtrate was concentrated under reduced pressure and the residue purified by medium pressure chromatography (silica, 0 to 60% EtOAc:hexanes) to obtain 49.2 (23 mg). MS ESI (pos.): m/e 609.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07714008B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-adbb2ce44ac347e7af355b1521b10915 |
| Source note | uspto-grants-2010_05 |