Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 3-Hydroxy-thiophene-2-carboxylic acid methyl ester | HCID 581127 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Produkt | Methyl 3-methoxythiophene-2-carboxylate | HCID 701637 | 108,4% |
Reaktionsschritte
To a mixture of 3-hydroxy-thiophene-2-carboxylic acid methyl ester (5 g, 31.6 mmol) and K2CO3 (22.2 g, 161 mmol) in acetone (50 mL) is added CH3I (10.8 mL, 173 mmol,) dropwise at 0° C. The reaction mixture is heated at 55° C. for 4 hours, cooled to room temperature, filtered through diatomaceous earth, and the filtrate is concentrated under vacuum. The residue is diluted with water (100 mL) and extracted with ethyl acetate (2×200 mL). The combined organic layer is washed with brine solution (50 mL), dried over Na2SO4, and evaporated under vacuum to give title compound as a brown solid (5.9 g). ESI/MS m/z 173.1 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08822486B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-b8852b3166384c15bf731c0a3791c52e |
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| Quellennotiz | uspto-grants-2014_09 |
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