HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373785Generated: October 25, 2026
Dimethylformamide → Methyl 5-bromo-3-chloro-2-methoxybenzoate
https://huagongshe.com/reaction/2373785
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Bromo-3-chloro-2-hydroxybenzoic acid | HCID 224466 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 5-bromo-3-chloro-2-methoxybenzoate | HCID 11346502 | — |
Reaction Steps
Methyl Iodide (3.83 g, 27.04 mmol) was added to a solution of 5-Bromo-3-chloro-2-hydroxy-benzoic acid (1.7 g, 6.76 mmol) and Cs2CO3 (4.83 g, 14.86 mmol) in DMF (10 mL) and heated at 50° C. for 12 h. The reaction mixture was diluted with EtOAc (30 mL) and filtered over celite pad. Filtrate was washed with water, brine and dried over Na2SO4. Solvent was removed and the residue was purified by silicagel column chromagography to get pure 5-Bromo-3-chloro-2-methoxy-benzoic acid methyl ester (1.56 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-9b6dc47cca714aa6800210a4c72c0c27 |
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| Source note | uspto-grants-2008_12 |
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