- Ethyl oxazole-4-carboxylate
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- $15.00 / 1KG
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2021-07-02
- CAS:23012-14-8
- Min. Order: 1KG
- Purity: 99%+ HPLC
- Supply Ability: Monthly supply of 1 ton
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| | Ethyl oxazole-4-carboxylate Basic information |
| | Ethyl oxazole-4-carboxylate Chemical Properties |
| Melting point | 48°C | | Boiling point | 101°C 14mm | | density | 1.177 g/mL at 25 °C | | refractive index | n20/D 1.467 | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | powder to lump to clear liquid | | pka | 0.38±0.10(Predicted) | | color | White or Colorless to Almost white or Almost colorless | | InChI | InChI=1S/C6H7NO3/c1-2-10-6(8)5-3-9-4-7-5/h3-4H,2H2,1H3 | | InChIKey | UBESIXFCSFYQNK-UHFFFAOYSA-N | | SMILES | O1C=C(C(OCC)=O)N=C1 | | CAS DataBase Reference | 23012-14-8(CAS DataBase Reference) |
| Hazard Codes | Xi | | Safety Statements | 24/25 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 2934999090 |
| | Ethyl oxazole-4-carboxylate Usage And Synthesis |
| Uses | Used for the Palladium-Catalyzed Synthesis of (Hetero)aryloxazoles.[1] | | Synthesis | The general procedure for the synthesis of ethyl oxazole-4-carboxylate from ethyl isocyanoylacetate was as follows: formic acid (8.62 mL, 228 mmol) was added in batches to anhydrous THF (200 mL), and the phenomenon of gas escape was observed. The mixture was stirred for 30 min to form a sol. Subsequently, a solution of ethyl isocyanoacetate (25 mL, 228 mmol) and triethylamine (Et3N, 60.5 mL, 434 mmol) was added to the reaction mixture. The mixture was stirred at room temperature for 1 hour and then changed to reflux conditions overnight. After the reaction was completed, the mixture was cooled to room temperature. Water was added and the mixture was extracted with ether (Et2O, 3 times). The organic phases were combined, dried with magnesium sulfate (MgSO4), filtered and concentrated. The residue was purified by fast column chromatography (FC, eluent: ethyl acetate/heptane, ratio graded from 1:5 to 1:3 and finally to 1:1) to afford ethyl oxazole-4-carboxylate (27.2 g, 84% yield). LC-MS analysis resulted in a retention time (tR) = 0.58 min and a mass-to-charge ratio in the electrosprayed positive ion mode (ES+) (m/z) = 142.07 . | | References |
[1] CéCILE VERRIER. Palladium-Catalyzed Direct (Hetero)arylation of Ethyl Oxazole-4-carboxylate: An Efficient Access to (Hetero)aryloxazoles[J]. The Journal of Organic Chemistry, 2008, 73 18: 7383-7386. DOI:10.1021/jo801093n.
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| | Ethyl oxazole-4-carboxylate Preparation Products And Raw materials |
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