反応 #5715

反応方程式

methyl acetoacetate

sodium methylate

1-bromohexane

→

methyl 2-acetyloctanoate

収率 62.3%

溶媒

methanol

反応条件

後処理

1. 1
   温度at reflux for 20 hours
2. 2
   workup.DISTILLATIONThe majority of the methanol was distilled off
3. 3
   workup.ADDITIONthe residue was poured on to ice-water
4. 4
   抽出The mixture was extracted with n-hexane
5. 5
   乾燥dried over sodium sulphate
6. 6
   その他The solvent was evaporated
7. 7
   workup.DISTILLATIONthe crude ester was distilled

実験手順

465 g of methyl acetoacetate were added dropwise under nitrogen and stirring to 720 g of 30% sodium methylate solution in 1200 ml of methanol. Then, 727 g of 1-bromohexane were added and the reaction mixture was boiled at reflux for 20 hours. The majority of the methanol was distilled off and the residue was poured on to ice-water. The mixture was extracted with n-hexane and then with water. The organic phases were combined and dried over sodium sulphate. The solvent was evaporated and the crude ester was distilled. There were obtained 499.4 g of methyl 2-acetyloctanoate, b.p. 124°-128°/15 Torr.

出典