Reaktion #1797505

Reaktionsgleichung

sodium methoxide

6-Methoxy-6-methyl-2-octanone

tert.-butyl methyl ether

methyl chloroacetate

→

3-(4-methoxy-4-methyl-hexyl)-3-methyl-oxirane-2-carboxylic acid methyl ester

Ausbeute 67.5%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe phases were separated
2. 2
   ExtraktionThe aqueous phase was extracted with tert.-butyl methyl ether (500 ml)
3. 3
   WaschenThe combined organic phases were washed with water, concentrated KHCO3 solution, concentrated NaCl solution
4. 4
   Trocknendried over MgSO4
5. 5
   Sonstigeafter the removal of the solvent
6. 6
   workup.DISTILLATIONwas distilled over a small Vigreux-column

Vorschrift

860 g 6-Methoxy-6-methyl-2-octanone, 4 l tert.-butyl methyl ether and 648 g methyl chloroacetate were cooled to 0° C. under a blanket of nitrogen. Under further cooling, 350 g sodium methoxide was added in 6 portions over 20 minutes. The mixture was then stirred at room temperature till no more consumption of the ketone was observed (GC). After cooling to 0° C., 1 l 5% acetic acid (w/w) was added and the phases were separated. The aqueous phase was extracted with tert.-butyl methyl ether (500 ml). The combined organic phases were washed with water, concentrated KHCO3 solution, concentrated NaCl solution and dried over MgSO4. The yellow oil which remained after the removal of the solvent was distilled over a small Vigreux-column to give 823 g of 3-(4-methoxy-4-methyl-hexyl)-3-methyl-oxirane-2-carboxylic acid methyl ester (mixture of isomers, boiling point: 115°-128°/0.3 Torr=0.399 mbar).

Quelle