HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 71294388, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 71293874 | HCID 71293874 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71294388 | HCID 71294388 | 96% |
Reaction Steps
In THF (6 mL) was dissolved 1-(4-(1-(tert-butyldimethylsilyloxy)-2,2,2-trifluoroethyl)pyridin-2-yl)ethanone (645 mg, 1.93 mmol) obtained in Step 3. Tetrabutylammonium fluoride (1.0 mol/L solution in THF, 0.556 mL, 0.556 mmol) was added and the mixture was stirred at room temperature for 1 hour. A saturated aqueous ammonium chloride solution was added to the reaction mixture. Extraction with ethyl acetate and drying over anhydrous magnesium sulfate were performed. After filtration, the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) to give 1-(4-(2,2,2-trifluoro-1-hydroxyethyl)pyridin-2-yl)ethanone (406 mg, 96% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150569B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-4799ce31e7cb46f3aecd584caa4f0f93 |
| Source note | uspto-grants-2015_10 |