反応 #513491

反応方程式

(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

溶媒

DME

反応条件

後処理

1. 1
   ろ過filtered
2. 2
   workup.ADDITIONdiluted with EtOAc
3. 3
   洗浄washed with Na2CO3, dil HCl, brine
4. 4
   乾燥dried (MgSO4)
5. 5
   その他evaporated under reduced pressure
6. 6
   その他to give an off white solid
7. 7
   その他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)

実験手順

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).

出典