HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitric Acid → 1-Bromo-5-fluoro-4-nitro-2-(trifluoromethyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Bromo-4-fluorobenzotrifluoride | HCID 2734909 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | 1-Bromo-5-fluoro-4-nitro-2-(trifluoromethyl)benzene | HCID 59419785 | 92.9% |
Reaction Steps
To a stirred mixture of 2-bromo-4-fluorotrifluoromethylbenzene (33.7 g, 0.1387 mol) in sulfuric acid (98%, 34 mL) at 5° C. under nitrogen is added dropwise a mixture of sulfuric acid (98%, 10.1 mL) with fuming nitric acid (6.7 mL). The mixture is warmed up to room temperature for 2 hours and cooled down to 5° C. before adding water (60 mL). The resulting mixture is extracted twice with ethyl acetate (10 mL). The combined organic phases are washed with a saturated solution of sodium hydrogencarbonate (60 mL), water (60 mL) and dried over sodium sulfate. Concentration affords the title compound as a yellow solid (37.1 g, 92.9%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513250B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-bee9b12423424c64b24b0c82cbf8d4fc |
| Source note | uspto-grants-2013_08 |