Reaktion #9439

Reaktionsgleichung

{4-[3,3-bis-(4-bromo-phenyl)-allylsulfanyl]-2-methyl-phenoxy}-acetic acid

biphenylboronic acid

KF

ammonium chloride

→

title compound

[4-(3,3-Bis-[1,1′;4′,1″]terphenyl-4-yl-allylsulfanyl)-2-methyl-phenoxy]-acetic acid

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeIn an evaporated schlenk flask kept under nitrogen atmosphere
2. 2
   workup.WAITfollowed by 10 h at 70° C
3. 3
   Extraktionthe mixture was extracted with dichloromethane (2×20 ml)
4. 4
   SonstigeThe organic phases were dried
5. 5
   Sonstigeevaporated
6. 6
   SonstigeThe residue was purified by HPLC

Vorschrift

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.

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