HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 5-Chloro-2-nitroanisole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenol, 5-chloro-2-nitro- | HCID 11900 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Chloro-2-nitroanisole | HCID 81110 | 70% |
Reaction Steps
To a solution of 5-chloro-2-nitrophenol (40 g, 0.23 mol) in DMF (200 mL), K2CO3 (47.6 g, 0.345 mol) and iodomethane (49 g, 0.345 mol) were added and the resulting mixture was stirred at room temperature for 16 h. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (petroleum ether) to afford the desired product (30 g, 70% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09227978B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-de9d5fcce0ff49d7b805285d6ffde018 |
| Source note | uspto-grants-2016_01 |