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Ethyl 3-oxopentanoate

The procedure is very easy to reproduce and the asymmetric reduction may be applied to a wide range of aromatic ketones and keto esters such as ethyl 3-oxopentanoate. [Pg.97]

One preparative procedure for achieving this reaction involves the acylation of the magnesium enolate of diethyl malonate with an acid chloride in benzene solution (cf. Expt 5.96), and the resulting aclymalonic ester is then heated to 200 °C with an arylsulphonic acid to effect the decarbethoxylation step. An illustrative example is the preparation of ethyl 3-oxopentanoate (ethyl propionyl-acetate, Expt 5.177). [Pg.738]

The second classical reaction mentioned above is the acetoacetic ester synthesis. this reaction, an ester of acetoacetic acid (3-oxobutanoic acid) such as ethyl acetoacetate is treated with base under thermodynamic control conditions and alkylated, as with the malonic ester synthesis. Reaction with sodium ethoxide in ethanol (since an ethyl ester is being used) generated the enolate and quenching with benzyl bromide led to 84. Saponification and decarboxylation (as above) gave a substituted ketone (85). Although the malonic ester synthesis and the acetoacetic ester synthesis are fundamentally similar, the different substrates lead to formation of either a highly substituted acid or a ketone. The reaction is not restricted to acetoacetate derivatives, and any p-keto-ester can be used (ethyl 3-oxopentanoate for example). ... [Pg.733]

ANSWER (b) Ethyl 3-oxopentanoate can be alkylated twice, first Avith methyl iodide and then Avith ethyl iodide. Hydrolysis and decarboxylation give the desired product. [Pg.960]

C HioNOJ-Nr. 342 Reaction of TNM NaOH with ethyl 3-oxopentanoate/ Methanol pyridine EPR/ 300 N 2.99 H(CH2) 0.060 68Lagl... [Pg.158]


See other pages where Ethyl 3-oxopentanoate is mentioned: [Pg.143]    [Pg.789]    [Pg.2383]    [Pg.742]    [Pg.743]    [Pg.2383]    [Pg.742]    [Pg.743]    [Pg.540]    [Pg.305]    [Pg.457]    [Pg.848]    [Pg.868]    [Pg.789]    [Pg.158]    [Pg.305]    [Pg.306]    [Pg.848]    [Pg.372]    [Pg.373]    [Pg.364]    [Pg.365]    [Pg.960]    [Pg.647]    [Pg.351]    [Pg.352]    [Pg.407]    [Pg.398]    [Pg.818]    [Pg.395]    [Pg.406]    [Pg.364]    [Pg.365]   
See also in sourсe #XX -- [ Pg.742 ]

See also in sourсe #XX -- [ Pg.742 ]




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Ethyl 2-methyl-3-oxopentanoate

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