反応 #49752

反応方程式

2-fluoro-4-chloro-5-hydroxynitrobenzene

potassium carbonate

Cyclopentyl p-toluenesulfonate

→

2-fluoro-4-chloro-5-cyclopentyloxynitrobenzene

収率 92.6%

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度under refluxing
2. 2
   その他After completion of the reaction
3. 3
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure from the reaction mixture, in hydrochloric acid (300 ml)
4. 4
   workup.ADDITIONwas added
5. 5
   抽出the mixture was extracted with ethyl acetate (100 ml×3 times)
6. 6
   洗浄The organic layer was washed with an aqueous solution of sodium bicarbonate and water
7. 7
   その他dried
8. 8
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

実験手順

A solution of 2-fluoro-4-chloro-5-hydroxynitrobenzene (7.1 g, 37.1 mmol) and potassium carbonate (5.1 g, 37.1 mmol) in acetonitrile (300 ml) was stirred for 2 hours at a refluxing temperature. Cyclopentyl p-toluenesulfonate (10.3 g, 40.8 mmol) was added thereto, followed by stirring further for 2 hours under refluxing. After completion of the reaction, the solvent was distilled off under reduced pressure from the reaction mixture, in hydrochloric acid (300 ml) was added thereto, and the mixture was extracted with ethyl acetate (100 ml×3 times). The organic layer was washed with an aqueous solution of sodium bicarbonate and water, dried, and the solvent was distilled off under reduced pressure to obtain 2-fluoro-4-chloro-5-cyclopentyloxynitrobenzene as a yellow solid (8.93 g, 34.3 mmol, 92.6% yield).

出典