반응 #1797505

반응 방정식

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

수율 67.5%

용매

acetic acid

반응 조건

후처리

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

실험 절차

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).

출처