Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-1-methylpyridinium iodide | HCID 167069 | — |
| Reactant | 4-Oxazoleacetic acid, 2-(p-fluorophenyl)-5-(3-thienyl)- | HCID 3069787 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 13105450 | HCID 13105450 | 74.6% |
Reaction Steps
One g of 2-[2-(4-fluorophenyl)-5-(3-thienyl)-4-oxazolyl]acetic acid, 0.93 g of 2-chloro-1-methyl-pyridinium iodide and 0.2 g of isopropanol are dissolved in 40 ml of tetrahydrofuran, and 0.66 g of triethylamine is added dropwise thereto. The mixture is stirred at room temperature for 18 hours. Then, water is added to the reaction mixture, and said mixture is condensed under reduced pressure to remove tetrahydrofuran. The residue is extracted with ethyl acetate, and the extract is washed with an aqueous 20% citric acid solution, an aqueous sodium bicarbonate solution and water, successively. Said extract is dried and then condensed to remove solvent, and the residue is recrystallized from ethanol. 0.85 g of isopropyl 2-[2-(4-fluorophenyl)-5-(3-thienyl)-4-oxazolyl]acetate is thereby obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04460596 |
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| Source dataset | uspto-grants-1984_07 |
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| ORD ID | ord-fb26021f20794cbb8ec90f3950573763 |
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| Source note | uspto-grants-1984_07 |
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