HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydroxyamine hydrochloride → Methyl 5-(4-bromophenyl)-3-methylisoxazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl acetyl(p-bromobenzoyl)acetate | HCID 603116 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | Methyl 5-(4-bromophenyl)-3-methylisoxazole-4-carboxylate | HCID 56604575 | — |
Reaction Conditions
| Temperature | 115 °C |
|---|
Reaction Steps
To a mixture of 2-(4-bromo-benzoyl)-3-oxo-butyric acid methyl ester (11 g, 39 mmol) in acetic acid (50 mL) was added hydroxylamine hydrochloride (2.66 g, 39 mmol), and the reaction was stirred at 115° C. for 1 hours. After cooling, saturated aqueous NaHCO3 was added to the mixture to adjust to pH 8. The solution was extracted with EtOAc, and the combined organic layers were washed with brine, dried, filtered, and concentrated to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08440707B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-634d1cfc09fc468e91c9b70c02953a4a |
| Source note | uspto-grants-2013_05 |