تفاعل #1925197

معادلة التفاعل

water

5-bromopentanol

potassium carbonate

4-bromophenol

→

5-(4-bromophenoxy)pentanol

المردود 76.4%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىIn a flask equipped with a stirrer
2. 2
   workup.ADDITIONwas added
3. 3
   استخلاصthe mixture was subjected to extraction with ethyl acetate
4. 4
   غسيلThe resulting organic phase was washed with NaCl saturated water
5. 5
   تجفيفdried over anhydrous sodium sulfate
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated
8. 8
   أخرىto thereby obtain 7.8 g of a crude product in the form of a yellow oil
9. 9
   أخرىThe crude product was then purified by silica gel column chromatography

الإجراء التجريبي

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.

المصدر