HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75074Generated: October 25, 2026
1-Bromo-2-fluorobenzene → 2,4-diphenyl-N-2-fluorophenylbenzenamine
https://huagongshe.com/reaction/75074
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1-Bromo-2-fluorobenzene | HCID 61259 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 2,4-Diphenylaniline | HCID 12316638 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2,4-diphenyl-N-2-fluorophenylbenzenamine | HCID 59357592 | 61.9% |
Reaction Steps
2,4-diphenylaniline (12 mmol), 1-bromo-2-fluorobenzene (10 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.15 mmol), (±)-2,2′-bis(diphenylphosphine)-1,1′-binaphthalene (0.3 mmol) and sodium tert-butoxie (14 mmol) are put in a two-neck round-bottom flask and dissolved in toluene (30 mL). Subsequently, the resulting solution is stirred in a bath under a temperature of about 100° C. for 24 hours. After completion of the reaction, toluene is removed. The reaction mixture is extracted with dichloromethane and water, and then being distilled under reduced pressure. The resulting residence is filtered by silica gel column and distilled under reduced pressure again. Next, by re-crystallizing and filtering with dichloromethane and petroleum ether, 2,4-diphenyl-N-2-fluorophenylbenzenamine (2.1 g) is yielded.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08835020B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-bc715d726b214670b8b515c9efd95368 |
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| Source note | uspto-grants-2014_09 |
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