Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triphenylarsine | HCID 11773 | — |
| Edukt | Lithium Chloride | HCID 433294 | — |
| Edukt | Potassium Fluoride | HCID 522689 | — |
| Edukt | Tributylphenyltin | HCID 607632 | — |
| Edukt | 4-Acetylphenyl Trifluoromethanesulfonate | HCID 2769355 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Produkt | 4-Acetylbiphenyl | HCID 7113 | 68% |
Reaktionsschritte
Table 1, Entry 11. In the reaction tube were mixed 4-acetylphenyl triflate (0.268 g, 1.0 mmol), phenyltributyltin (0.441 g, 1.2 mmol), Pd2 dba3 (0.00916 g, 0.010 mmol), triphenylarsine (0.0245 g, 0.080 mmol), lithium chloride (0.127 g, 3.0 mmol) and 1.0 ml NMP.under nitrogen. The contents of the flask were irradiated for 2.50 min with an effect of 50 W. After cooling, addition of 1 M aqueous KF (4 ml) with stirring for 120 min, were followed by dilution (DCM) and filtration through a pad of celite. The filtrate was washed with water (25 ml). Additional extraction of the aqueous phase was performed with DCM (2×25 ml). The combined extracts were washed with 25 ml saline and concentrated to an oil. The crude product was purified by column chromatography on silica gel using i-hexane/ethyl acetate (10/1) as the eluent. The yield was 68% (white solid).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06136157 |
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| Quelldatensatz | uspto-grants-2000_10 |
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| ORD ID | ord-7947dcb83ce145efbc8e93dbce181aff |
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| Quellennotiz | uspto-grants-2000_10 |
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