反応 #1925197

反応方程式

water

5-bromopentanol

potassium carbonate

4-bromophenol

→

5-(4-bromophenoxy)pentanol

収率 76.4%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   その他In a flask equipped with a stirrer
2. 2
   workup.ADDITIONwas added
3. 3
   抽出the mixture was subjected to extraction with ethyl acetate
4. 4
   洗浄The resulting organic phase was washed with NaCl saturated water
5. 5
   乾燥dried over anhydrous sodium sulfate
6. 6
   ろ過filtered
7. 7
   濃縮concentrated
8. 8
   その他to thereby obtain 7.8 g of a crude product in the form of a yellow oil
9. 9
   その他The crude product was then purified by silica gel column chromatography

実験手順

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.

出典