反応 #157433

反応方程式

3-(3-bromo-4-methylphenyl)-1H-pyrazole

product

3-(3-bromo-4-methylphenyl)-1H-pyrazole

3-iodobenzotrifluoride

potassium carbonate

→

solid

3-(3-bromo-4-methylphenyl)-1-[3-(trifluoromethyl)phenyl]-1H-pyrazole

溶媒

p-dioxane

water

ethyl acetate

反応条件

後処理

1. 1
   温度cooled to room temperature
2. 2
   その他The resulting mixture was separated
3. 3
   抽出the aqueous layer was extracted with ethyl acetate (3×)
4. 4
   洗浄The combined organic layers were washed with hydrochloric acid (1N), saturated aqueous sodium chloride
5. 5
   乾燥dried over magnesium sulfate
6. 6
   ろ過filtered
7. 7
   濃縮concentrated under reduced pressure

実験手順

To a stirred solution of 3-(3-bromo-4-methylphenyl)-1H-pyrazole (i.e. the product of Step B) (5.0 g, 21.09 mmol) in p-dioxane (19 mL) under a nitrogen atmosphere was added 3-iodobenzotrifluoride (5.75 g, 21.11 mmol), copper(I) iodide (0.05 g, 0.262 mmol), trans-1,2-diaminocyclohexane (253.5 μL, 2.10 mmol) and potassium carbonate (6.1 g, 44.14 mmol). The reaction mixture was heated at 100° C. overnight, cooled to room temperature and diluted with water and ethyl acetate. The resulting mixture was separated, and the aqueous layer was extracted with ethyl acetate (3×). The combined organic layers were washed with hydrochloric acid (1N), saturated aqueous sodium chloride, dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide a solid (9 g). Hexanes were added to the solid, and the mixture was filtered to obtain the title compound as a solid (6.4 g).

出典