반응 #696705

반응 방정식

4-bromo-1-butene

Ethyl acetoacetate

sodium ethoxide

→

ethyl 2-acetyl-5-hexenoate

수율 91.0%

용매

ethanol

반응 조건

후처리

1. 1
   온도The mixture was refluxed for 5 hours
2. 2
   여과The resulting solution was filtered
3. 3
   workup.ADDITIONethyl acetate was added (75 ml)
4. 4
   세척washed with a solution of hydrochloric acid (2×200 ml, 5N) and brine (100 ml)
5. 5
   건조The organic layer was dried (MgSO4)
6. 6
   여과filtered
7. 7
   기타solvent removed under reduced pressure

실험 절차

Ethyl acetoacetate (6.57 g, 0.05 mol) was dissolved in ethanol (25 ml) and sodium ethoxide (3.9 g, 0.55 mol) was added. The solution was cooled to room temperature and 4-bromo-1-butene (6.96 g, 0.05 mole) was added. The mixture was refluxed for 5 hours. The resulting solution was filtered, ethyl acetate was added (75 ml), and washed with a solution of hydrochloric acid (2×200 ml, 5N) and brine (100 ml). The organic layer was dried (MgSO4), filtered, and solvent removed under reduced pressure to give ethyl 2-acetyl-5-hexenoate in the form of a light yellow liquid (9.29 g) in 91% yield.

출처