HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-[5-(2-Hydroxy-phenyl)-isoxazol-3-yl]-pentanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 4-[5-(2-Methoxy-phenyl)-isoxazol-3-yl]-butyric acid methyl ester | HCID 59167784 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-[5-(2-Hydroxy-phenyl)-isoxazol-3-yl]-pentanoic acid | HCID 136400602 | 87% |
Reaction Steps
Add a solution of LiOH (1.04 g, 43.6 mmol) in water (15 mL) to a rapidly stirred solution of 4-[5-(2-methoxy-phenyl)-isoxazol-3-yl]-butyric acid methyl ester (2.28 g, 8.7 mmol) in dioxane (120 mL), stir at room temperature overnight After 1 hour, acidify to pH 1 with 5N HCl solution and concentrate to remove the majority of the dioxane. Add water to residue and place in refrigerator overnight Filter out solids, wash with water, dry in a 50° C. vacuum oven for 6 hours to afford the title compound (3.11 g, 87%). MS (IS) 262 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765796B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-f5e5a77ccbfa4392aa6f9909b7cbbf3e |
| Source note | uspto-grants-2014_07 |