HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86593263, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86593264 | HCID 86593264 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86593263 | HCID 86593263 | — |
Reaction Steps
To a solution of tert-butyl (4RS,5SR)-5-(4-fluorophenyl)-2-oxo-4-{[6-(1,1,2,2-tetrafluoroethoxy)pyridin-2-yl]methyl}-1,3-oxazolidine-3-carboxylate (840 mg, 1.72 mmol) in methanol (4 ml) was added a solution (4.12 ml, 2.06 mmol) of 0.5N sodium hydroxide in methanol, and the mixture was stirred at room temperature for 15 min. To the reaction solution was added water (50 ml), and the mixture was extracted with ethyl acetate (50 ml×2). The extract was washed with saturated brine, dried (anhydrous magnesium sulfate) and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) and recrystallized from ethyl acetate-hexane to give the objective substance (390 mg, 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06982348B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-46b7284a749047bfb3e74d5e85e542c8 |
| Source note | uspto-grants-2006_01 |