Reaktion #9438

Reaktionsgleichung

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

3-(trifluoromethyl)phenylboronic acid

KF

ammonium chloride

→

title compound

{4-[3,3-Bis-(3′-trifluoromethyl-biphenyl-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 50° 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 (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.

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