HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl 5-acetylthiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Acetylthiophene-2-carboxylic acid | HCID 3742727 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 5-acetylthiophene-2-carboxylate | HCID 13156400 | 60.3% |
Reaction Steps
A solution of 5-acetyl-thiophene-2-carboxylic acid (1 g, 5.88 mmol) in DMF (24 mL) is treated with potassium carbonate (813 mg, 5.88 mmol), then iodomethane (0.368 mL, 5.88 mmol), and stirred for 60 h at rt. The reaction mixture is acidified and extracted into ethyl acetate twice. The combined organic layers are washed with brine, dried, filtered, and concentrated, then taken up in ethyl acetate, washed with saturated aqueous potassium carbonate, dried, filtered and concentrated to give 5-acetyl-thiophene-2-carboxylic acid methyl ester (653 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084489B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-4d4c9394cd36476db734bf55b32ccb1c |
| Source note | uspto-grants-2011_12 |