HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 454866Erstellt: 24. Oktober 2026
1,2-Dimethoxyethane → 6-Chloro-1-(4-fluoro-2-methylphenyl)phthalazine
https://huagongshe.com/de/reaction/454866
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | 1,2-Dimethoxyethane | HCID 8071 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | (4-Fluoro-2-methylphenyl)boronic acid | HCID 2734665 | — |
| Edukt | 1,6-Dichlorophthalazine | HCID 14322333 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 6-Chloro-1-(4-fluoro-2-methylphenyl)phthalazine | HCID 66739677 | — |
Reaktionsschritte
A mixture of 1,6-dichlorophthalazine (5.39 g, 27.1 mmol), 4-fluoro-2-methylphenylboronic acid (5.00 g, 32.5 mmol), trans-dichlorobis(triphenylphosphine)palladium (II) (0.950 g, 1.35 mmol), and sodium carbonate (8.61 g, 81.2 mmol) in a 2:1 mixture of DME and EtOH (40 mL) was heated at 80° C. in an oil bath for 18 h. The mixture was cooled to room temperature, diluted with MeOH and filtered through a pad of Celite. The filtrate was concentrated over silica gel and purified using column chromatography (0-25% EtOAc in hexanes) to provide the title compound as a yellow crystalline solid. MS (ESI, pos. ion) m/z: 272.8 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08497269B2 |
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| Quelldatensatz | uspto-grants-2013_07 |
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| ORD ID | ord-e58d42084b4e4f40a7c92999a1b40f21 |
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| Quellennotiz | uspto-grants-2013_07 |
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