Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,6-Difluoroaniline | HCID 79647 | — |
| Reactant | Sodium;3-oxidodioxaborirane;tetrahydrate | HCID 23693097 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 1,3-Difluoro-2-nitrobenzene | HCID 87922 | 51.8% |
Reaction Steps
2,6-Difluoroaniline (11.0 g, 85 mmol) in glacial acetic acid (50 mL) was added slowly to a stirred suspension of sodium perborate tetrahydrate (65 g, 422 mmol) in glacial acetic acid (250 mL) at 80° C. The temperature was maintained between 80-90° C. for 1 hour. The cooled reaction mixture was poured into water and extracted twice with diethyl ether, the combined organic layers were washed with a dilute solution of sodium bicarbonate, dried (MgSO4) and evaporated. The residue was purified by silica gel column chromatography (Hexane:THF, 9:1) and the product washed with hexane to afford 2,6-difluoronitrobenzene (7.0 g) which was used without further examination.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07317037B2 |
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| Source dataset | uspto-grants-2008_01 |
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| ORD ID | ord-f2a596d847ed4e89b6b1d51d403718d8 |
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| Source note | uspto-grants-2008_01 |
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