Reaktion #524062

Reaktionsgleichung

sulfuric acid

product

methyl 7,11-dimethyl-3-oxo-6,10-dodecadienoate

methanol

→

methyl 11-methoxy-7,11-dimethyl-3-oxo-6-dodecenoate

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe product can be obtained in the form of a mixture of E and Z isomers
2. 2
   Extraktionextracted with methylene chloride
3. 3
   WaschenThe extracts were washed with water
4. 4
   Trocknendried over sodium sulfate
5. 5
   Sonstigeevaporated to dryness
6. 6
   Sonstigethe residue was chromatographed over silica
7. 7
   Waschenwas eluted with a 9-1 benzene-ethyl acetate mixture

Vorschrift

The product can be obtained in the form of a mixture of E and Z isomers by adding dropwise 3 ml of concentrated sulfuric acid to a solution of 7.6 g of the product of Example 3 in 45 ml of methanol and stirring the mixture at room temperature for 40 hours. The mixture was diluted with water and extracted with methylene chloride. The extracts were washed with water, dried over sodium sulfate and evaporated to dryness and the residue was chromatographed over silica and was eluted with a 9-1 benzene-ethyl acetate mixture to obtain 1.3 g of methyl 11-methoxy-7,11-dimethyl-3-oxo-6-dodecenoate in the form of a colorless oil.

Quelle