反応 #43920

反応方程式

sodium thiosulfate

4-bromo-3,5-dimethylphenol

N-fluoropyridinium triflate

→

title compound

収率 36.2%

4-bromo-2-fluoro-3,5-dimethylphenol

収率 36.2%

溶媒

1,2-dichloroethane

反応条件

後処理

1. 1
   温度the mixture was heated
2. 2
   温度under reflux for 7 hr
3. 3
   抽出extracted with ethyl acetate
4. 4
   洗浄The extract was washed successively with water and saturated brine
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   濃縮concentrated under reduced pressure
7. 7
   その他The residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-30:70)

実験手順

To a solution of 4-bromo-3,5-dimethylphenol (2.00 g, 9.95 mmol) in 1,2-dichloroethane (20 mL) was added N-fluoropyridinium triflate (6.15 g, 24.9 mmol), and the mixture was heated under reflux for 7 hr. The reaction mixture was treated with 1 M aqueous sodium thiosulfate solution, and extracted with ethyl acetate. The extract was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-30:70) to give the title compound (0.790 g, yield 36%) as a colorless oil.

出典