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  2. Malonic ester synthesis - Wikipedia

    en.wikipedia.org/wiki/Malonic_ester_synthesis

    The malonic ester synthesis is a chemical reaction where diethyl malonate or another ester of malonic acid is alkylated at the carbon alpha (directly adjacent) to both carbonyl groups, and then converted to a substituted acetic acid. [2] Reaction formula

  3. Diethyl malonate - Wikipedia

    en.wikipedia.org/wiki/Diethyl_malonate

    One of the principal uses of this compound is in the malonic ester synthesis. The carbanion (2) formed by reacting diethyl malonate (1) with a suitable base can be alkylated with a suitable electrophile. This alkylated 1,3-dicarbonyl compound (3) readily undergoes decarboxylation with loss of carbon dioxide, to give a substituted acetic acid (4):

  4. Malonic acid - Wikipedia

    en.wikipedia.org/wiki/Malonic_acid

    In a well-known reaction, malonic acid condenses with urea to form barbituric acid. Malonic acid may also be condensed with acetone to form Meldrum's acid, a versatile intermediate in further transformations. The esters of malonic acid are also used as a − CH 2 COOH synthon in the malonic ester synthesis.

  5. Dimethyl malonate - Wikipedia

    en.wikipedia.org/wiki/Dimethyl_malonate

    Dimethyl malonate is a diester derivative of malonic acid. It is a common reagent for organic synthesis used, for example, as a precursor for barbituric acid. It is also used in the malonic ester synthesis. It can be synthesized from dimethoxymethane and carbon monoxide. [2]

  6. Diethyl phenylmalonate - Wikipedia

    en.wikipedia.org/wiki/Diethyl_phenylmalonate

    Unlike other malonic esters that are derived via malonic ester synthesis, diethyl phenylmalonate is typically indirectly derived via a Claisen condensation with diethyl oxalate and ethyl phenylacetate followed by decarbonylation. [2]

  7. Phenobarbital - Wikipedia

    en.wikipedia.org/wiki/Phenobarbital

    The synthesis of phenobarbital uses this common approach as well but differs in the way in which this malonate derivative is obtained. The reason for this difference is because aryl halides do not typically undergo nucleophilic substitution in Malonic ester synthesis in the same way as aliphatic organosulfates or halocarbons do. [60]

  8. Methohexital - Wikipedia

    en.wikipedia.org/wiki/Methohexital

    Methohexital can be synthesized in the classic manner of making barbituric acid derivatives, in particular by the reaction of malonic ester derivatives with derivatives of urea. [5] The resulting allyl-(1-methyl-2-pentynyl) malonic ester is synthesized by subsequent alkylation of the malonic ester itself, beginning with 2-bromo-3-hexyne, which ...

  9. Diethyl acetamidomalonate - Wikipedia

    en.wikipedia.org/wiki/Diethyl_acetamidomalonate

    A notable method for synthesizing acetamidomalon ester is described in a 1950 patent, [1] which cites a procedure previously featured in Organic Syntheses. [2] The synthesis procedure involves the preparation of malonic acid diethyl ester in acetic acid combined with sodium nitrite (NaNO 2), resulting in diethyl isonitrosomalonate (also known as α-oximinomalonic acid diethyl ester).

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