HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl 3-Bromo-2-methylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Bromo-2-methylbenzoic Acid | HCID 2735590 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-Bromo-2-methylbenzoate | HCID 12929135 | 85% |
Reaction Steps
A solution of 3-bromo-2-methylbenzoic acid (2.98 g, 13.9 mmol) in DMF (20 mL) was treated with cesium carbonate (4.56 g, 13.9 mmol) and iodomethane (0.900 mL, 14.4 mmol). The reaction mixture was stirred at room temperature for 3 hours. The solution was poured into ethyl acetate and washed with water (3×) and brine. The ethyl acetate layer was concentrated under vacuum to give methyl 3-bromo-2-methylbenzoate (Cpd FF, 2.70 g, 85% yield) as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040515B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-47d2ab5d34e74764a6d95fe02165b3fd |
| Source note | uspto-grants-2015_05 |