Sulfuric Acid → 2-(4-Propyl-cyclohexanecarbonyl)-malonic acid diethyl ester

Beteiligte Stoffe

Reaktionsschritte

To 2.5 mL of anhydrous EtOH and 0.25 mL carbon tetrachloride was added 1.2 g (50 mmol) magnesium turnings. 8.0 g (50 mmol) diethyl malonate was dissolved in a mixture of 5 mL anhydrous EtOH and 20 mL anhydrous toluene and added in small portions to the magnesium turnings over the course of 1.5 hr so as to maintain a gentle reflux. The reaction was stirred at room temperature for 1 hr, and then cooled to 0° C. in ice. 4-Propyl-cyclohexanecarbonyl chloride (50 mmol) was added dropwise and the reaction was allowed to warm to room temperature over night. The reaction was then heated to 55° C. for 4 hr with stirring, allowed to cool to ambient temperature, and was poured into a slurry of crushed ice and 10% H2SO4. The solution was diluted with brine and extracted with ethyl acetate. The organic layer was separated, dried over MgSO4, and concentrated to afford 10.71 g (34.28 mmol) 2-(4-propyl-cyclohexanecarbonyl)-malonic acid diethyl ester as a clear, near colorless oil.

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