반응 #641246

반응 방정식

potassium iodide

diethylether

t-butylalcohol

acetylacetone

1,3-bis(bromomethyl)benzene

→

crude product

3,3′-[1,3-phenylenebis(methylene)]bis(2,4-pentanedione)

용매

water

반응 조건

후처리

1. 1
   workup.DISSOLUTIONdissolved
2. 2
   온도under refluxing
3. 3
   온도In the above solution, under refluxing
4. 4
   workup.STIRRINGagitated for 2 hours
5. 5
   온도Thereafter, under refluxing
6. 6
   workup.STIRRINGagitated for 1 hour
7. 7
   온도Thereafter, under refluxing
8. 8
   workup.STIRRINGagitated for 4 hours
9. 9
   workup.STIRRINGstrongly agitated
10. 10
    기타an organic layer was separated from a water layer
11. 11
    세척The organic layer was washed twice with 100 mL of saturated aqueous salt solution
12. 12
    건조the organic layer was dried with anhydrous sodium sulfate
13. 13
    농축concentrated
14. 14
    기타by removing the solvent and excess amount of acetylacetone under a reduced pressure

실험 절차

17.0 g (0.15 mol) of t-butokypotassium was added to 20 mL of t-butylalcohol, and then dissolved by agitating for 30 minutes under refluxing. In the above solution, under refluxing, 22.9 g (0.23 mol) of acetylacetone was dropped for 10 minutes, and then agitated for 2 hours. Thereafter, under refluxing, 20.2 g (0.08 mol) of 1,3-bis(bromomethyl)benzene was added for 30 minutes, and then agitated for 1 hour. Thereafter, under refluxing, 3.0 g (0.02 mol) of potassium iodide was added, and then agitated for 4 hours. After the completion of the agitation, the solution was cooled down to a room temperature, added with 100 mL of water, and 100 mL of diethylether, strongly agitated, and then an organic layer was separated from a water layer. The organic layer was washed twice with 100 mL of saturated aqueous salt solution, and then the organic layer was dried with anhydrous sodium sulfate, concentrated by removing the solvent and excess amount of acetylacetone under a reduced pressure to obtain a light-yellow oily crude product. The crude product was purified with a silica gel column chromatography to obtain a white solid (yield in amount 3.5 g, yield in ratio 15.1%)

출처