Decarboxylation of β-keto acids and malonic acids
5 real reactions from the literature, on β-keto esters, α-halo acids and carboxylic acids. Each scheme shows starting materials, conditions and products, with the yield and reference where the source reports them.
Loading examples…
-
Decarboxylation: 2-benzyl-2-bromopropanedioic acid (an α-halo acid) with Δ gives 2-bromo-3-phenylpropanoic acid (the decarboxylated product).
-
Decarboxylation: methyl 2-oxocyclodecane-1-carboxylate (a β-keto ester) with aq. NaOH; Δ gives cyclodecanone (the decarboxylated product).
-
Decarboxylation: 2-acetylbutyrolactone (a β-keto ester) with HCl; H2O, Δ gives 5-chloropentan-2-one (the decarboxylated product).
-
Decarboxylation: 2-furancarboxylic acid with 200 - 205 °C; (– CO2) gives furan (the decarboxylated product).
-
Decarboxylation: diethyl 2,5-dioxocyclohexane-1,4-dicarboxylate (a β-keto ester) with 185-195 °C; H2O gives 1,4-cyclohexanedione (the decarboxylated product).