反応 #1925198

反応方程式

hydrochloric acid

5-[4-(3-methyl-3-hydroxybutyne-1-yl)phenoxy]pentanol

toluene

sodium hydroxide

→

5-(4-ethynylphenoxy)pentanol

収率 98.1%

溶媒

ethyl acetate

water

反応条件

後処理

1. 1
   その他A flask equipped with a stirrer
2. 2
   温度under reflux for 4 hours
3. 3
   workup.ADDITIONwere added to the reactant
4. 4
   抽出to an acidity and effect ethyl acetate extraction
5. 5
   洗浄The resulting organic phase was washed with NaCl saturated water
6. 6
   乾燥dried over anhydrous sodium sulfate
7. 7
   ろ過filtered
8. 8
   濃縮concentrated

実験手順

A flask equipped with a stirrer and a thermometer was charged with 5.41 g (20.6 mmol) of 5-[4-(3-methyl-3-hydroxybutyne-1-yl)phenoxy]pentanol and 70 ml of toluene under a nitrogen atmosphere. To the flask, 1.65 g (41.2 mmol) of sodium hydroxide was added, and stirred under reflux for 4 hours. After the completion of the reaction, water, 1N hydrochloric acid, and ethyl acetate were added to the reactant to adjust the pH to an acidity and effect ethyl acetate extraction. The resulting organic phase was washed with NaCl saturated water, dried over anhydrous sodium sulfate, filtered, and concentrated to thereby obtain 4.13 g of 5-(4-ethynylphenoxy)pentanol in the form of a brown oil in a 98% yield.

出典