Reaktion #49752

Reaktionsgleichung

2-fluoro-4-chloro-5-hydroxynitrobenzene

potassium carbonate

Cyclopentyl p-toluenesulfonate

→

2-fluoro-4-chloro-5-cyclopentyloxynitrobenzene

Ausbeute 92.6%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder refluxing
2. 2
   SonstigeAfter 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
   Extraktionthe mixture was extracted with ethyl acetate (100 ml×3 times)
6. 6
   WaschenThe organic layer was washed with an aqueous solution of sodium bicarbonate and water
7. 7
   Sonstigedried
8. 8
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

Vorschrift

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).

Quelle