HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373819Generated: November 1, 2026
Methyl iodide → 5-Bromo-3-fluoro-2-methoxybenzaldehyde
https://huagongshe.com/reaction/2373819
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Bromo-3-fluoro-2-hydroxybenzaldehyde | HCID 2779276 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Bromo-3-fluoro-2-methoxybenzaldehyde | HCID 22926013 | 94% |
Reaction Steps
To a solution of 5-Bromo-3-fluoro-2-hydroxy-benzaldehyde (2.0 g, 9.13 mmol), in DMF (10 mL) was added Cs2CO3 (3.56 g, 10.95 mmol) and iodomethane (2.59 g, 18.26 mmol) and heated at 70° C. for 6 h. Reaction mixture was diluted with EtOAc (25 mL) and filtered, filtrate was washed with water, brine and dried over Na2SO4. Solvent was removed under reduced pressure and silicagel column chromatography (EtOAc:Hex, 1:3) gave pure 5-Bromo-3-fluoro-2-methoxy-benzaldehyde (2.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07459472B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-93ba25c59e9046bcb3a05c670a5bcbfe |
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| Source note | uspto-grants-2008_12 |
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