HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 118468297, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 89201239 | HCID 89201239 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 118468297 | HCID 118468297 | 72.7% |
Reaction Steps
To a solution of 2-amino-5-bromo-3,4-dimethylbenzoic acid (73.9 g) in DMF (750 mL) was added cesium carbonate (148 g), and the mixture was stirred at room temperature for 30 min. To this reaction mixture was added dropwise methyl iodide (22.7 mL) at room temperature, and the mixture was stirred overnight. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (56.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315458B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-598b9da6191745f99c7af74ffc4fdc3f |
| Source note | uspto-grants-2016_04 |