Reaktion #1925198

Reaktionsgleichung

hydrochloric acid

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

toluene

sodium hydroxide

→

5-(4-ethynylphenoxy)pentanol

Ausbeute 98.1%

Lösungsmittel

ethyl acetate

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA flask equipped with a stirrer
2. 2
   Temperaturunder reflux for 4 hours
3. 3
   workup.ADDITIONwere added to the reactant
4. 4
   Extraktionto an acidity and effect ethyl acetate extraction
5. 5
   WaschenThe resulting organic phase was washed with NaCl saturated water
6. 6
   Trocknendried over anhydrous sodium sulfate
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated

Vorschrift

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.

Quelle