Reacción #1925197

Ecuación de reacción

water

5-bromopentanol

potassium carbonate

4-bromophenol

→

5-(4-bromophenoxy)pentanol

Rendimiento 76.4%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroIn a flask equipped with a stirrer
2. 2
   workup.ADDITIONwas added
3. 3
   Extracciónthe mixture was subjected to extraction with ethyl acetate
4. 4
   LavadoThe resulting organic phase was washed with NaCl saturated water
5. 5
   Secadodried over anhydrous sodium sulfate
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated
8. 8
   Otroto thereby obtain 7.8 g of a crude product in the form of a yellow oil
9. 9
   OtroThe crude product was then purified by silica gel column chromatography

Procedimiento

In a flask equipped with a stirrer and a thermometer, 4.29 g (24.8 mmol) of 4-bromophenol was dissolved in 40 ml of dry dimethylformamide (abbreviated as DMF hereinbelow) under a nitrogen atmosphere, and 5.0 g (29.9 mmol) of 5-bromopentanol and 4.14 g (29.9 mmol) of potassium carbonate were added at room temperature, followed by stirring at 50 to 55° C. for 5 hours under incubation. After the completion of the reaction, water was added, and the mixture was subjected to extraction with ethyl acetate. The resulting organic phase was washed with NaCl saturated water, dried over anhydrous sodium sulfate, filtered, and concentrated, to thereby obtain 7.8 g of a crude product in the form of a yellow oil. The crude product was then purified by silica gel column chromatography using hexane/ethyl acetate as an eluting solvent to obtain 4.91 g of 5-(4-bromophenoxy)pentanol in the form of a light yellow oil in a 76% yield.

Fuente