Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | 2-Bromo-4-fluorophenylacetic acid | HCID 3477809 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | HCID 68986110 | HCID 68986110 | 84% |
Reaction Steps
Add nitric acid (65%, 21.0 g, 0.22 mol) dropwise to a cooled mixture (−10° C.) of (2-bromo-4-fluorophenyl)acetic acid (50 g, 0.22 mol) in concentrated sulfuric acid (250 mL) and stir the resulting mixture at −10-0° C. for 20 min. Pour onto crushed ice, extract with EtOAc (3×200 mL), wash organics with brine (3×100 mL), dry over sodium sulfate, and concentrate in vacuo to give the title compound (50 g, 84% yield). 1H NMR (400 MHz, CDCl3): δ 8.04 (d, J=7.6 Hz, 1H), 7.57 (d, J=9.0 Hz, 1H), 3.87 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09334267B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-a948b09d9b4b483682234e3863e399e5 |
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| Source note | uspto-grants-2016_05 |
|---|