HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-(Oxiran-2-yl)-2-(2,2,2-trifluoroethoxy)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Hydroxy-2-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl 4-methylbenzenesulfonate | HCID 87426527 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-(Oxiran-2-yl)-2-(2,2,2-trifluoroethoxy)pyridine | HCID 87426512 | 95.6% |
Reaction Steps
A mixture of 2-hydroxy-2-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl 4-methylbenzenesulfonate (1.66 g, 4.25 mmol, Step-4, single enantiomer) and potassium carbonate (1.76 g, 12.8 mmol) in methanol (43 mL) is stirred at room temperature for 2 hours. White precipitate is filtrated and filtrate is concentrated in vacuo. The residue is poured into water, extracted with ethyl acetate and dried over sodium sulfate and concentrated in vacuo to give 0.89 g (95% yield) of the title compound as colorless oil. This material is used for the next reaction (Step-6) without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09302991B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-481166b934a54a6fb365ab5304310a0a |
| Source note | uspto-grants-2016_04 |