반응 #1925198
ord-99afc5a35d364684ad00f4364911879e
반응 방정식
hydrochloric acid
5-[4-(3-methyl-3-hydroxybutyne-1-yl)phenoxy]pentanol
toluene
sodium hydroxide
→
5-(4-ethynylphenoxy)pentanol
수율 98.1%
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1기타A flask equipped with a stirrer
- 2온도under reflux for 4 hours
- 3workup.ADDITIONwere added to the reactant
- 4추출to an acidity and effect ethyl acetate extraction
- 5세척The resulting organic phase was washed with NaCl saturated water
- 6건조dried over anhydrous sodium sulfate
- 7여과filtered
- 8농축concentrated
실험 절차
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.