HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Ethyl 4-methoxy-3-methyl-2-benzofurancarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 4-hydroxy-3-methyl-1-benzofuran-2-carboxylate | HCID 748649 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | Ethyl 4-methoxy-3-methyl-2-benzofurancarboxylate | HCID 9497663 | 76.1% |
Reaction Steps
4-Hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester (200 mg) was mixed with iodomethane (0.5 mL), K2CO3 (200 mg) and 2 mL of DMF. The mixture was stirred at room temperature overnight. The mixture was mixed with brine and extracted with ethyl acetate, and the combined ethyl acetate layers were washed with brine. Removal of the solvent gave the crude product that was purified by column chromatographt to give 162 mg (76% yield) of 4-methoxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester as amber colored oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07420001B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-cc5d13bd328440058eb6608bd0696981 |
| Source note | uspto-grants-2008_09 |