Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Methyl 4-cyano-2-fluorobenzoate | HCID 15278726 | — |
| Product | HCID 67403309 | HCID 67403309 | 43% |
Reaction Steps
To a flask containing methyl 4-cyano-2-fluorobenzoate (1.61 g, 9.0 mmol) was added fuming nitric acid (15 mL) followed by concentrated sulfuric acid (4 mL). The mixture was heated to 45° C. for 15 h before cooling to room temperature. The solution was then poured into ice water and the resulting mixture was extracted twice with ethyl acetate. The combined organic extracts were washed with saturated sodium bicarbonate solution, dried over magnesium sulfate, filtered, and concentrated to provide methyl 4-cyano-2-fluoro-5-nitrobenzoate (859 mg, 3.83 mmol, 43% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08012956B2 |
|---|
| Source dataset | uspto-grants-2011_09 |
|---|
| ORD ID | ord-81290a7d63844428bbe23f676fd2a7be |
|---|
| Source note | uspto-grants-2011_09 |
|---|