HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1438119Generated: November 2, 2026
Methyl iodide → 4-Bromo-1-fluoro-2-methoxybenzene
https://huagongshe.com/reaction/1438119
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenol, 5-bromo-2-fluoro- | HCID 183421 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Bromo-1-fluoro-2-methoxybenzene | HCID 13604909 | 77.3% |
Reaction Steps
To a solution of 23A (3.3 g, 17.3 mmol) and K2CO3 (4.78 g, 34.6 mmol) in DMF (20 mL) was added methyl iodide (1.46 mL, 23.4 mmol) at rt. The mixture was heated at 40° C. for 2.0 h. After cooling to rt, it was diluted with diethyl ether, washed with water and brine, dried over MgSO4. The crude residue was purified by flash column chromatography (EtOAc:hexanes=1:6) to give 2.74 g (77%) of 23B as a viscous oil. 1H NMR (400 MHz, CDCl3) δ ppm 3.89 (s, 3H), 6.95-7.00 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07622585B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-99825fd4d601453e9d363a946997b53e |
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| Source note | uspto-grants-2009_11 |
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