Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | 3-(Trifluoromethoxy)fluorobenzene | HCID 2777286 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | HCID 14473250 | HCID 14473250 | 16% |
Reaction Steps
Fuming nitric acid (20 mL) was added dropwise to concentrated sulfuric acid (40 ml) under cooling (−10° C.), and subsequently, 1-fluoro-3-(trifluoromethoxy)benzene (15 g, 83 mmol) was added to the mixture at −10° C., and the mixture was stirred for 0.5 hours. After the mixture was added into ice-water to stop the reaction, it was extracted with dichloromethane. After the obtained organic layer was washed with a 1N aqueous sodium hydroxide solution and water, it was dried with anhydrous sodium sulfate. After filtration, the solution was concentrated and the residue was purified by silica gel column chromatography (100:0-97:3, hexane:ethyl acetate) to give the title compound (3.1 g, 16%) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08642640B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-9055eb9eb43e47cf84ffecaf8ed26270 |
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| Source note | uspto-grants-2014_02 |
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