Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Ethyl 4-fluoro-2-methyl-α-oxobenzeneacetate | HCID 24722272 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | HCID 67063017 | HCID 67063017 | 83% |
Reaction Steps
HNO3 (6.92 g, 71.4 mmol) was added dropwise to a suspension of ethyl 2-(4-fluoro-2-methylphenyl)-2-oxoacetate (15 g, 71.4 mmol) in conc. H2SO4 (50 mL) at ° C. After complete addition the resulting mixture was stirred at 0° C. for 30 min. The mixture was poured into ice water, and extracted with EtOAc. The organic extract was washed with brine, dried (MgSO4) and concentrated in vacuo to give ethyl 2-(4-fluoro-2-methyl-5-nitrophenyl)-2-oxoacetate (15 g, 83% yield), which was used in the next step without further purification. 1H NMR (400 MHz, CDCl3): δ 8.53 (d, J=7.2 Hz, 1 H), 7.24 (d, J=7.2 Hz, 1 H), 4.47 (q, J=7.2 Hz, 2 H), 2.67 (s, 3 H), 1.43 (t, J=7.2 Hz, 3 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07897762B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-a4cef04c2ead4234a696ed5236b702da |
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| Source note | uspto-grants-2011_03 |
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