Reaktion #513491

Reaktionsgleichung

(3,5-bis-trifluoromethanesulfonyloxy-phenyl)-acetic acid methyl ester

4-chlorophenyl boronic acid

K2CO3

→

(4,4″-Dichloro-[1,1′;3′,1″]terphenyl-5′-yl)-acetic acid methyl ester

Lösungsmittel

DME

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered
2. 2
   workup.ADDITIONdiluted with EtOAc
3. 3
   Waschenwashed with Na2CO3, dil HCl, brine
4. 4
   Trocknendried (MgSO4)
5. 5
   Sonstigeevaporated under reduced pressure
6. 6
   Sonstigeto give an off white solid
7. 7
   SonstigeThe residue was purified by flash column chromatography (EtOAc:petroleum ether), 1H NMR (CDCl3) δ 7.61 (t, 1H), 7.55 (d, 4H), 7.46 (d, 2H), 7.42 (d, 4H), 3.75 (s, 2H), 3.73 (s, 3H)

Vorschrift

A solution of (3,5-bis-trifluoromethanesulfonyloxy-phenyl)-acetic acid methyl ester (250 mg, 0.56 mmol), 4-chlorophenyl boronic acid (219 mg, 1.4 mmol), K2CO3 (2 M solution in H2O, 1.1 mL, 2.24 mmol) in DME (4.0 mL) and heated to 80° C. in the presence of bis(tri-t-butylphosphine) palladium (0) (cat) for 4 hrs. The mixture was cooled to room temperature filtered, diluted with EtOAc, washed with Na2CO3, dil HCl, brine, dried (MgSO4) and evaporated under reduced pressure to give an off white solid. The residue was purified by flash column chromatography (EtOAc:petroleum ether), 1H NMR (CDCl3) δ 7.61 (t, 1H), 7.55 (d, 4H), 7.46 (d, 2H), 7.42 (d, 4H), 3.75 (s, 2H), 3.73 (s, 3H).

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