반응 #1925197

반응 방정식

water

5-bromopentanol

potassium carbonate

4-bromophenol

→

5-(4-bromophenoxy)pentanol

수율 76.4%

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타In a flask equipped with a stirrer
2. 2
   workup.ADDITIONwas added
3. 3
   추출the mixture was subjected to extraction with ethyl acetate
4. 4
   세척The resulting organic phase was washed with NaCl saturated water
5. 5
   건조dried over anhydrous sodium sulfate
6. 6
   여과filtered
7. 7
   농축concentrated
8. 8
   기타to thereby obtain 7.8 g of a crude product in the form of a yellow oil
9. 9
   기타The crude product was then purified by silica gel column chromatography

실험 절차

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.

출처