HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 22170132, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 3-(3-Fluoro-4-pyridyl)-5-methylisoxazole-4-carboxylate | HCID 57425437 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22170132 | HCID 22170132 | — |
Reaction Steps
Combine 3-(3-fluoro-pyridin-4-yl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester (2.00 g, 0.008 mol) with aqueous sodium hydroxide (2N, 15.0 mL, 0.03 mol), ethanol (3 mL), and tetrahydrofuran (3 mL) and stir overnight at ambient temperature. Remove the organic solvents in vacuo and adjust the aqueous mixture to approx. pH 3.5 with aqueous hydrochloric acid. Extract with ethyl acetate and dry the combined extracts over sodium sulfate and concentrate in vacuo. Drying nets the desired isoxazole acid as an off white solid (1.35 g, 76%). MS(FD): M+ 223.2 m/z.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07037921B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-fb9ae354fa6249f1929846597fd3dd44 |
| Source note | uspto-grants-2006_05 |