Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1-Bromo-2-fluoro-5-methoxy-4-nitrobenzene | HCID 22347312 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 4-Bromo-5-fluoro-2-methoxyaniline | HCID 22347298 | 93.4% |
Reaction Steps
To a solution of 1-bromo-2-fluoro-5-methoxy-4-nitrobenzene (0.998 g, 3.99 mmol) in isopropanol (20 mL) was added iron (0.7 g, 12 mmol), ammonium chloride (0.64 g, 12 mmol) and water (2 mL). The reaction was stirred at 75° C. for 2 hours, then filtered and concentrated. The residue was diluted with water and extracted with EtOAc. The combined organic extracts were washed with brine, dried over sodium sulfate, filtered and concentrated to give 4-bromo-5-fluoro-2-methoxyaniline (0.82 g, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09145402B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-f2e0f3a2495b45b3ad9d1063fd992323 |
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| Source note | uspto-grants-2015_09 |
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