HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 588814Erstellt: 27. Oktober 2026
Sodium Carbonate → 2',5',6-Trichloro-4-methoxy-[1,1'-biphenyl]-3-amine
https://huagongshe.com/reaction/588814
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 2,5-Dichlorobenzeneboronic acid | HCID 2773371 | — |
| Edukt | 4-Chloro-5-iodo-2-methoxyaniline | HCID 91758377 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 2',5',6-Trichloro-4-methoxy-[1,1'-biphenyl]-3-amine | HCID 90455887 | 75,8% |
Reaktionsschritte
A mixture of 4-chloro-5-iodo-2-methoxybenzenamine (4.1 g, 14.5 mmol), 2,5-dichlorophenylboronic acid (3.3 g, 17.4 mmol), Pd(PPh3)4 (500 mg, 1.45 mmol) and Na2CO3 (4.7 g, 43.5 mmol) in 1,4-dioxane (150 mL) and water (15 mL) was stirred at 80° C. under argon for 16 h. The mixture was allowed to cool to room temperature, and then partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (petroleum ether/ethyl acetate=20:1) to afford the desired product (3.3 g, 75.8% yield) as an off-white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09227978B2 |
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| Quelldatensatz | uspto-grants-2016_01 |
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| ORD ID | ord-17ba0b5f9ac646d1aa09009a88c295b6 |
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| Quellennotiz | uspto-grants-2016_01 |
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