Реакция #513491

Уравнение реакции

(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

Растворители

DME

Условия реакции

Обработка

1. 1
   Фильтрацияfiltered
2. 2
   workup.ADDITIONdiluted with EtOAc
3. 3
   Промывкаwashed with Na2CO3, dil HCl, brine
4. 4
   Сушкаdried (MgSO4)
5. 5
   Другоеevaporated under reduced pressure
6. 6
   Другоеto give an off white solid
7. 7
   ДругоеThe 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)

Методика

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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