反应 #2460309

反应方程式

butyl 4-iodobenzoate

4-trifluoromethylbenzene boronic acid

potassium carbonate

toluene

→

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

溶剂

water

反应条件

后处理

1. 1
   其他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
   其他The organic layer was separated
6. 6
   洗涤washed with brine
7. 7
   干燥dried (MgSO4)
8. 8
   浓缩concentrated
9. 9
   其他The product was purified by recrystallization from aqueous isopropanol
10. 10
    其他to provide 1.03 g (28% of theory) of a white powder

实验过程

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).

来源