反応 #696705

反応方程式

4-bromo-1-butene

Ethyl acetoacetate

sodium ethoxide

→

ethyl 2-acetyl-5-hexenoate

収率 91.0%

溶媒

ethanol

反応条件

後処理

1. 1
   温度The mixture was refluxed for 5 hours
2. 2
   ろ過The resulting solution was filtered
3. 3
   workup.ADDITIONethyl acetate was added (75 ml)
4. 4
   洗浄washed with a solution of hydrochloric acid (2×200 ml, 5N) and brine (100 ml)
5. 5
   乾燥The organic layer was dried (MgSO4)
6. 6
   ろ過filtered
7. 7
   その他solvent removed under reduced pressure

実験手順

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.

出典