Réaction #49749

Équation de réaction

ethyl N-(2-fluoro-4-chloro-5-hydroxyphenyl)carbamate

potassium carbonate

cyclopentyl bromide

→

ethyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamate

Rendement 98.3%

Solvants

acetonitrile

Conditions de réaction

Traitement

1. 1
   AutreAfter completion of the reaction, tile solvent
2. 2
   workup.DISTILLATIONwas distilled off under reduced pressure
3. 3
   workup.ADDITIONby adding 1N hydrochloric acid (100 ml)
4. 4
   Extractionextracted with ethyl acetate (100 ml×3 times)
5. 5
   LavageThe organic layer was washed with water
6. 6
   Autredried
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

Mode opératoire

Then, a solution of the resulting ethyl N-(2-fluoro-4-chloro-5-hydroxyphenyl)carbamate (10.0 g, 42.8 mmol) and potassium carbonate (8.87 g, 64.2 mmol) in acetonitrile (150 ml) was stirred for 1 hour at 80° C. Then, cyclopentyl bromide (9.57 g, 84.2 mmol) was added dropwise thereto, followed by reacting for further 7 hours. After completion of the reaction, tile solvent was distilled off under reduced pressure, and the residue was made acidic by adding 1N hydrochloric acid (100 ml) and extracted with ethyl acetate (100 ml×3 times). The organic layer was washed with water, dried, and the solvent was distilled off under reduced pressure to obtain ethyl N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)carbamate (12.7 g, 98% yield).

Source