C1(C)C(C)=CC=CC=1.C[O-].[K+].CO[C:14](=[O:17])[O:15][CH3:16].[CH:18]1([CH2:24][C:25](=[O:27])[CH3:26])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>C(O)(=O)C.O>[CH:18]1([CH2:24][C:25](=[O:27])[CH2:26][C:14]([O:15][CH3:16])=[O:17])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1A 500 ml flask was charged with 120 g xylene, 33.8 g of solid potassium methylate (3.2 molar equivalent) and 34.0 g of dimethylcarbonate (2.5 molar equivalent). The slurry was heated to 50° C. and over the course of 4 hours 24.2 g of 1-cyclohexylpropan-2-one (87% GC, 1 molar equivalent) was added. Stirring was continued for 2 hours and then the reaction mixture was cooled to 25° C. 95 g of an acetic acid/water mixture (1:2) was then added carefully. After decantation the aqueous phase was drained and the organic phase concentrated. The crude product was distilled leading to 24.9 g of methyl 4-cyclohexyl-3-oxobutanoate (81% GC, 68% yield).
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