Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Ethoxy-4-methylisoxazole-5-carboxylic acid | HCID 10678759 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 10845679 | HCID 10845679 | 90.4% |
Reaction Steps
Acetyl chloride (25 mL, 0.35 mol) was added to EtOH (250 mL) at 0° C. and the solution was stirred at 0° C. for 20 min. A solution of 3-ethoxy-4-methylisoxazole-5-carboxylic acid (WO95/12587,A1) (18 g, 0.10 mol) in EtOH (20 ml) was added and the resulting mixture was boiled under reflux for 4 h. The mixture was cooled, added NaHCO3 (200 mL) and extracted with diethylether (3×300 mL). The organic extracts were dried (MgSO4) and concentrated in vacuo to afford crude title compound (18 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06200999B1 |
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| Source dataset | uspto-grants-2001_03 |
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| ORD ID | ord-d7bd94f6375342e1a3b9550d0889f586 |
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| Source note | uspto-grants-2001_03 |
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