HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473492Generated: October 27, 2026
2-Bromo-5-fluoroanisole → 8-Nitro-3-(4-fluoro-2-methoxyphenylamino)-6H-dibenzo[b,e]oxepin-11-one
https://huagongshe.com/reaction/473492
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromo-5-fluoroanisole | HCID 7018043 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 3-Amino-8-nitro-6H-dibenzo[b,e]oxepin-11-one | HCID 67361719 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | 8-Nitro-3-(4-fluoro-2-methoxyphenylamino)-6H-dibenzo[b,e]oxepin-11-one | HCID 67360627 | — |
Reaction Steps
In accordance with general method Z, 0.70 g (2.60 mmol) of (6), 0.55 g (2.68 mmol) of 2-bromo-5-fluoroanisole, 2 spatula tips of Pd(OAc)2, 0.10 g of 2-(dicyclohexylphosphino)-2′,4′,6′-triisopropylbiphenyl (phosphine ligand), 0.50 g of KOt-Bu, 2.0 ml of t-BuOH are weighed out and dissolved in 10 ml of toluene (anhydrous). The mixture is refluxed at 100° C. under an argon atmosphere for 4 h. The crude product is purified by chromatography over silica gel with MC/EtOH (98/2). Yield: 0.07 g (0.01%); melting point: 222.3° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08633312B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-5a3ff32a02374f7d9d6c0bacb5b0db6b |
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| Source note | uspto-grants-2014_01 |
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