HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9342Erstellt: 23. Oktober 2026
Ammonium Chloride → {4-[3,3-Bis-(3'-trifluoromethyl-biphenyl-4-yl)-allylsulfanyl]-2-methyl-phenoxy}-acetic Acid
https://huagongshe.com/de/reaction/9342
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Potassium Fluoride | HCID 522689 | — |
| Edukt | 3-(Trifluoromethyl)phenylboronic acid | HCID 2734388 | — |
| Edukt | {4-[3,3-Bis-(4-bromo-phenyl)-allylsulfanyl]-2-methyl-phenoxy}-acetic acid | HCID 10370262 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Katalysator | HCID 178418851 | HCID 178418851 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | {4-[3,3-Bis-(3'-trifluoromethyl-biphenyl-4-yl)-allylsulfanyl]-2-methyl-phenoxy}-acetic Acid | HCID 21986783 | — |
Reaktionsschritte
In an evaporated schlenk flask kept under nitrogen atmosphere were added {4-[3,3-bis-(4-bromo-phenyl)-allylsulfanyl]-2-methyl-phenoxy}-acetic acid (231 mg, 0.42 mmol, example 1, step A–B), 3-(trifluoromethyl)phenylboronic acid (203 mg, 1.1 mmol), KF (81 mg, 1.39 mmol), Pd2(dba)3 (23 mg, 25 mmol) and Pd(P(t-Bu)3)2 (26 mg, 51 mmol). THF (5 ml) was added to the solid mixture keeping the mixture under nitrogen. The reaction mixture was stirred at room temperature for 1 h, followed by 10 h at 50° C. A saturated solution of ammonium chloride (5 ml) was added, and the mixture was extracted with dichloromethane (2×20 ml). The organic phases were dried and evaporated. The residue was purified by HPLC to give the title compound in 140 mg (49%) yield.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07091245B2 |
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| Quelldatensatz | uspto-grants-2006_08 |
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| ORD ID | ord-bb4c73dfe7584f60933d4cf801180706 |
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| Quellennotiz | uspto-grants-2006_08 |
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