HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Ethyl 3-methyl-4-methoxy-5-ethylbenzofuran-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 3-methyl-4-hydroxy-5-ethylbenzofuran-2-carboxylate | HCID 68711669 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 3-methyl-4-methoxy-5-ethylbenzofuran-2-carboxylate | HCID 68717425 | 90.6% |
Reaction Steps
To a solution of 0.25 g (1.01 mmol) of ethyl 3-methyl-4-hydroxy-5-ethylbenzofuran-2-carboxylate in 3.0 mL of DMF was added 0.417 g (3 eq) of potassium carbonate and 0.63 mL (10 eq) of iodomethane and the reaction was stirred at room temperature for 14 h. The reaction was then diluted with ether and water. The organic layer was washed with water, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was chromatographed on silica gel eluting with ethyl acetate/hexanes (1:10) to provide 0.24 g of ethyl 3-methyl -4-methoxy-5-ethylbenzofuran-2-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07420001B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-22ef2b6df11a44b298c2976888846593 |
| Source note | uspto-grants-2008_09 |