반응 #50901

반응 방정식

Magnesium

3-chloropropyl vinyl ether

2-adamantanone

dibromoethane

→

2-Hydroxy-2-adamantylethyl Vinyl Ether

용매

water

H2SO4

tetrahydrofuran

THF

THF

THF

반응 조건

후처리

1. 1
   workup.ADDITIONwere added to a round bottom flask
2. 2
   workup.ADDITIONcontaining the resulting mixture
3. 3
   workup.ADDITIONwere added drop-wise
4. 4
   기타Then, the mixture was reacted for 2 hours
5. 5
   온도the resulting mixture was refluxed for 12 hours
6. 6
   추출Then, the organic layer was extracted from the reaction solution
7. 7
   건조dried with anhydrous sodium sulfate
8. 8
   기타Next, after evaporating the solvent
9. 9
   기타to obtain an oily residue
10. 10
    기타a rotary evaporator
11. 11
    기타the product was separated

실험 절차

(Step-2) Magnesium metal(2.6 g) and anhydrous tetrahydrofuran (hereinafter referred to as THF(100 mL)) were added to a round bottom flask. Next, after dripping a small quantity of dibromoethane into the round bottom flask containing the resulting mixture to promote the reaction, 3-chloropropyl vinyl ether (12 g, 0.1 mol) and anhydrous THF(100 mL) were added drop-wise thereto. Then, the mixture was reacted for 2 hours. After dripping an adequate quantity of THF containing 2-adamantanone (15 g, 0.1 mol) in the mixture, the resulting mixture was refluxed for 12 hours. After the reaction was completed, the reaction mixture was slowly dissolved in excessive water and neutralized with thin H2SO4 solution. Then, the organic layer was extracted from the reaction solution using an adequate quantity of diethyl ether and then dried with anhydrous sodium sulfate. Next, after evaporating the solvent to obtain an oily residue using a rotary evaporator, the product was separated using a column chromatography method (hexane:ethyl acetate=3:1). (Yield: 60%)

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