反応 #2460309

反応方程式

butyl 4-iodobenzoate

4-trifluoromethylbenzene boronic acid

potassium carbonate

toluene

→

butyl 4′-(trifluoromethyl)biphenyl-4-carboxylate

溶媒

water

反応条件

後処理

1. 1
   その他by sparging with nitrogen for 10 min
2. 2
   温度the mixture was heated
3. 3
   温度at reflux for 3 h
4. 4
   温度cooled
5. 5
   その他The organic layer was separated
6. 6
   洗浄washed with brine
7. 7
   乾燥dried (MgSO4)
8. 8
   濃縮concentrated
9. 9
   その他The product was purified by recrystallization from aqueous isopropanol
10. 10
    その他to provide 1.03 g (28% of theory) of a white powder

実験手順

A mixture of butyl 4-iodobenzoate (3.5 g, 11 mmol), 4-trifluoromethylbenzene boronic acid (2.30 g, 12 mmol), potassium carbonate (4.77 g, 35 mmol), toluene (40 mL), and water (20 mL) was deaerated by sparging with nitrogen for 10 min. Tetrakis(triphenylphosphine)palladium(0) (0.27 g, 0.23 mmol) was added, and the mixture was heated at reflux for 3 h and then cooled to ambient. The organic layer was separated, washed with brine, dried (MgSO4), passed through short column of silica gel, and concentrated to deposit a gold solid. The product was purified by recrystallization from aqueous isopropanol to provide 1.03 g (28% of theory) of a white powder. 1H NMR (CDCl3): δ 1.00 (t, 3H), 1.5 (m, 2H), 1.8 (m, 2H), 4.36 (t, 2H), 7.66 (d, 2H), 7.72 (s, 4H), 8.14 (d, 2H).

出典