HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 5-Bromo-1,2-difluoro-3-methoxybenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromo-2,3-Difluorophenol | HCID 2773307 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 5-Bromo-1,2-difluoro-3-methoxybenzene | HCID 2773288 | 94.7% |
Reaction Steps
To a solution of 5-bromo-2,3-difluorophenol (19 g, 90 mmol) in acetone (180 mL), K2CO3 (18 g, 0.13 mol) and iodomethane (25.8 g, 0.18 mol) were added. The resulting mixture was refluxed for 4 h. Upon completion, the mixture was cooled to room temperature and filtered, and the filtrate was evaporated to give the crude product, which was further purified by column chromatography on silica gel (eluting with petroleum ether/ethyl acetate=80/1-40/1) to give a light yellow liquid 5-bromo-1,2-difluoro-3-methoxybenzene (19 g). 1H NMR (CDCl3): δ 7.00-6.88 (m, 2H), 3.89 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09078871B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-af3253632770410c9e6df9b103c9172f |
| Source note | uspto-grants-2015_07 |