반응 #732488

반응 방정식

hexylbromide

sodium ethoxide

2,6-dibromo-1,5-di hydroxynaphthalene

→

desired product

수율 48.0%

2,6-dibromo-1,5-dihexyloxynaphthalene

수율 48.0%

용매

ethanol

ethanol

반응 조건

후처리

1. 1
   온도Under reflux
2. 2
   온도It was refluxed for 5 hours
3. 3
   workup.WAITleft
4. 4
   온도for cooling
5. 5
   workup.ADDITIONThe reaction mixture was added to 1N sodium-hydroxide aqueous solution
6. 6
   여과the depositing precipitate was filtrated
7. 7
   세척The precipitate was washed with methylene chloride
8. 8
   농축the washed solution was concentrated under a reduced pressure
9. 9
   기타to obtain a crude product

실험 절차

Under an inert atmosphere, sodium ethoxide (2.76 g, 40.6 mmol) and 2,6-dibromo-1,5-di hydroxynaphthalene (5 g, 15.7 mmol) were dissolved in ethanol (60 ml). Under reflux, ethanol solution (10 ml) of hexylbromide (6.7 g, 40.6 mmol) was added dropwise in 10 minutes. It was refluxed for 5 hours and then left for cooling. The reaction mixture was added to 1N sodium-hydroxide aqueous solution, and the depositing precipitate was filtrated. The precipitate was washed with methylene chloride, and the washed solution was concentrated under a reduced pressure to obtain a crude product. The desired product was obtained after purifying by silica gel chromatography (toluene:hexane=4:1).

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