Reaktion #5715

Reaktionsgleichung

methyl acetoacetate

sodium methylate

1-bromohexane

→

methyl 2-acetyloctanoate

Ausbeute 62.3%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat 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
   ExtraktionThe mixture was extracted with n-hexane
5. 5
   Trocknendried over sodium sulphate
6. 6
   SonstigeThe solvent was evaporated
7. 7
   workup.DISTILLATIONthe crude ester was distilled

Vorschrift

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.

Quelle