HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 4-Methoxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester | HCID 13849456 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Methoxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester | HCID 68709219 | 98.3% |
Reaction Steps
To 4-hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester (300 mg, 1.21 mmol) was added iodomethane (0.75 mL, 10 eq), K2CO3 (332 mg, 2.4 mmol) and 2 mL of DMF. The mixture was stirred at room temperature overnight. The mixture was washed with brine and extracted with ethyl acetate. The combined ethyl acetate solution was washed with brine. Removal of the solvent gave 312 mg (98% yield) of 4-methoxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester as an amber colored oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07420001B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-d5ce94e7c6994ea488b001a89ad62487 |
| Source note | uspto-grants-2008_09 |