تفاعل #49752

معادلة التفاعل

2-fluoro-4-chloro-5-hydroxynitrobenzene

potassium carbonate

Cyclopentyl p-toluenesulfonate

→

2-fluoro-4-chloro-5-cyclopentyloxynitrobenzene

المردود 92.6%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder refluxing
2. 2
   أخرىAfter 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
   استخلاصthe mixture was extracted with ethyl acetate (100 ml×3 times)
6. 6
   غسيلThe organic layer was washed with an aqueous solution of sodium bicarbonate and water
7. 7
   أخرىdried
8. 8
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

الإجراء التجريبي

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).

المصدر