HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967454Generated: November 2, 2026
Thionyl Chloride → 5-bromo-2-fluoro-4-methoxybenzoic Acid Chloride
https://huagongshe.com/reaction/1967454
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-Bromo-2-fluoro-4-methoxybenzoic acid | HCID 24809659 | — |
| Solvent | Dimethylformamide toluene | HCID 21735183 | — |
| Product | 5-bromo-2-fluoro-4-methoxybenzoic Acid Chloride | HCID 58019124 | — |
Reaction Steps
Under a nitrogen atmosphere, 5-bromo-2-fluoro-4-methoxybenzoic acid (10.0 g) was suspended in DMF/toluene solution (50 mL) (DMF concentration: 300 ppm). To the suspension was added dropwise thionyl chloride (5.73 g) at 70° C. After stirring at 70° C. for 2 hr, the completion of the reaction was confirmed by HPLC. Toluene and excess thionyl chloride were evaporated under reduced pressure. To the concentrated residue was added toluene (30 mL), and the mixture was concentrated again under reduced pressure. To the obtained acid chloride (5-bromo-2-fluoro-4-methoxybenzoic acid chloride) was added toluene (30 mL), and the mixture was directly used in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420821B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-415588fcc5b844669c8c7b20b81832e9 |
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| Source note | uspto-grants-2013_04 |
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