HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 2-Bromo-3-nitroanisole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 2-Nitrophenol | HCID 6947 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Bromo-3-nitrophenol | HCID 8167254 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Bromo-3-nitroanisole | HCID 17750299 | 94% |
Reaction Steps
The nitrophenol starting material B2 (3.1 g; 14.2 mmol) was dissolved in DMF (20 mL) and to the solution was added ground cesium carbonate (5.58 g; 17.1 mmol) followed by MeI (2.6 mL; 42.5 mmol). The mixture was stirred at room temperature overnight. The DMF was evaporated, the residue taken up in ether (1×200 mL), washed with water (1×200 mL), brine (4×100 mL), dried (MgSO4), filtered and evaporated to afford the crude 2-bromo-3-nitroanisole B3 (94%; 3.1 g) as an orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07939667B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-5fc3c06484fc461b87d43bc82036e8a8 |
| Source note | uspto-grants-2011_05 |