Claisen condensation
9 real reactions from the literature, on esters and five-membered cyclic ketones. Each scheme shows starting materials, conditions and products, with the yield and reference where the source reports them.
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Claisen condensation: ethyl 4-(3-oxocyclohexyl)butanoate (an ester) with tBuOK; THF gives hexahydro-1,8(2H,5H)-naphthalenedione (the 1,3-diketone). 65% yield.
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Claisen condensation: acetone (a methyl ketone) and ethyl acetate (an ester) with 1) Na, CH3CH2OH; CH3CH2OCH2CH3; 2) H2SO4 gives acetylacetone (the 1,3-diketone).
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Claisen condensation: acetophenone (an aryl ketone) and ethyl benzoate (an ester) with 1) NaOCH2CH3, Δ; 2) aq. H2SO4 gives dibenzoylmethane (the 1,3-diketone).
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Claisen condensation: a five-membered cyclic ketone with HCO2Et; NaH; THF gives the β-keto carbonyl compound. 83% yield.
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Claisen condensation: ethyl 2-methyl-1,3-oxazole-4-carboxylate (an ester) with NaH; EtOAc gives the β-keto ester. 26% yield.
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Claisen condensation: ethyl 2'-acetyl[1,1'-biphenyl]-2-carboxylate (an ester) with NaOEt gives the β-keto carbonyl compound. 85% yield.
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Claisen condensation: ethyl 2-phenoxyacetate (an ester) with 1) LiN(SiMe3)2; 2) gives the β-keto ester. 39% yield.
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Claisen condensation: methyl 5,5-dimethoxyvalerate (an ester) with NaH, DME gives the β-keto ester. 68% yield.
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Claisen condensation: ethyl benzoate (an ester) and ethyl acetoacetate (a β-keto ester) with 1) Na, CH3CH2OH, Δ; 2) H2SO4, H2O gives ethyl benzoylacetate (the β-keto ester).