HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9343Erstellt: 24. Oktober 2026
Ammonium Chloride → [4-(3,3-Bis-[1,1';4',1'']terphenyl-4-yl-allylsulfanyl)-2-methyl-phenoxy]-acetic Acid
https://huagongshe.com/de/reaction/9343
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | 1,1'-Biphenyl-4-yl-boronic acid | HCID 151253 | — |
| Edukt | Potassium Fluoride | HCID 522689 | — |
| 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-[1,1';4',1'']terphenyl-4-yl-allylsulfanyl)-2-methyl-phenoxy]-acetic Acid | HCID 10055479 | — |
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 (225 mg, 0.41 mmol, example 1, step A–B, biphenylboronic acid (163 mg, 0.8 mmol), KF (79 mg, 1.35 mmol), Pd2(dba)3 (23 mg, 25 mmol) and Pd(P(t-Bu)3)2 (26 mg, 51 mmol). THF (6 ml) was added to the solid mixture keeping the mixture under nitrogen. The reaction mixture was stirred at 50° C. for 2 h, followed by 10 h at 70° 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 55 mg (19%) 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-eb92e10054a6426ebcb60995047ce53d |
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| Quellennotiz | uspto-grants-2006_08 |
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