Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1-Bromo-4-fluorobenzene | HCID 9993 | — |
| Edukt | Benzenamine, 3-ethynyl- | HCID 104682 | — |
| Katalysator | Triphenylphosphine | HCID 11776 | — |
| Katalysator | Bis(triphenylphosphine)palladium | HCID 10122028 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 3-[(4-Fluorophenyl)ethynyl]aniline | HCID 19883881 | 96,4% |
Reaktionsschritte
A multinecked flask as described in Example 1 was charged with 50.0 g (0.28 mol) of p-bromofluorobenzene, 200 ml of dried, degassed triethylamine, 35.0 g (0.30 mol) of 3-aminophenylacetylene, 0.23 g (0.29 mmol) of bis(triphenyl phosphine) palladium II chloride, 1.03 g (3.92 mmol) of triphenylphosphine, and 0.1 g (0.52 mmol) of cuprous iodide. The reaction mixture was heated at 65° C. for 48 hours at which point gas chromatography showed the reaction to be complete. The mixture was cooled to room temperature and diluted with 200 ml of toluene. The toluene/triethylamine solution was decanted and concentrated on the rotary evaporator to give 75 g (0.27 mol, 96% yield) of the product as a bright yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05107026 |
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| Quelldatensatz | uspto-grants-1992_04 |
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| ORD ID | ord-f533ca28edf546b5a71de855a664c98e |
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| Quellennotiz | uspto-grants-1992_04 |
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