Reacción #1925198

Ecuación de reacción

hydrochloric acid

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

toluene

sodium hydroxide

→

5-(4-ethynylphenoxy)pentanol

Rendimiento 98.1%

Disolventes

ethyl acetate

water

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroA flask equipped with a stirrer
2. 2
   Temperaturaunder reflux for 4 hours
3. 3
   workup.ADDITIONwere added to the reactant
4. 4
   Extracciónto an acidity and effect ethyl acetate extraction
5. 5
   LavadoThe resulting organic phase was washed with NaCl saturated water
6. 6
   Secadodried over anhydrous sodium sulfate
7. 7
   Filtraciónfiltered
8. 8
   Concentraciónconcentrated

Procedimiento

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.

Fuente