Reaktion #682265

Reaktionsgleichung

2-Hydroxy-6-methyl-4-oxo-cyclohex-1-enecarboxylic acid methyl ester

H2SO4

→

5-methyl-cyclohexane-1,3-dione

Ausbeute 49.0%

Lösungsmittel

NaOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe solution is refluxed for 2 h
2. 2
   Extraktionextracted with EtOAc (4×1 L)
3. 3
   WaschenThe organic phase is washed with brine
4. 4
   Trocknendried over anhydrous Na2SO4
5. 5
   SonstigeThe solvent is evaporated
6. 6
   Sonstigethe residue is recrystallized from hexane

Vorschrift

2-Hydroxy-6-methyl-4-oxo-cyclohex-1-enecarboxylic acid methyl ester (600 g, 3.30 mol) is dissolved in NaOH solution (5 M, 3 L) and the solution is refluxed for 2 h. After cooling to RT, the mixture is acidified with H2SO4 (5 M) to pH 7 and extracted with EtOAc (4×1 L). The organic phase is washed with brine and dried over anhydrous Na2SO4. The solvent is evaporated and the residue is recrystallized from hexane to give 5-methyl-cyclohexane-1,3-dione (200 g, 49% yield).

Quelle