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It's diethyl ester (diethyl malonate) is more important commercially.

Dimethyl Malonate, also known as Malonic acid dimethyl ester, is a diester derivative of malonic acid used as a precursor for barbituric acid and in the malonic ester synthesis. Ungraded products supplied by Spectrum are indicative of a grade suitable for general industrial use or research purposes and typically are not suitable for human consumption or therapeutic use. These materials may or may not have a Certificate of Analysis available.

Dimethyl Malonate, also known as Malonic acid dimethyl ester, is a diester derivative of malonic acid used as a precursor for barbituric acid and in the malonic ester synthesis. Ungraded products supplied by Spectrum are indicative of a grade suitable for general industrial use or research purposes and typically are not suitable for human consumption or therapeutic use. These materials may or may not have a Certificate of Analysis available.

The portion of the molecule which originated as diethyl malonate is shown in blue.

Malonic ester synthesis - Revolvy

2010. Malonic Ester Synthesis. Comprehensive Organic Name Reactions and Reagents. 407:1811–1815.

It is a common reaction using dialkyl malonates, mostly , as starting material, and is known as malonic ester synthesis. The reaction mechanism shows that the reaction proceeds via the participation of the α-methylene protons of dialkyl malonates, which usually undergo nucleophilic substitutions and nucleophilic additions. It has been found that the alkylation rate is related to the acidity of α-proton. During the alkylation of malonic acid ester, the reversible cleavage of formed alkyl malonic acid ester or dialkyl malonic acid ester gives a simple alkyl ester. These alkylated malonic acid esters are used to synthesize barbiturates. The reaction has been modified for traceless synthesis on solid support and after the desired reaction, one of the ester groups can be removed. This reaction has been found useful in organic synthesis.

Diethyl malonate, a colourless, fragrant liquid boiling at 199 C, is prepared by the reaction of monochloroacetatic acid with methanol, carbon monoxide or by the reaction cyanoacetic acid (the half nitriled-malonic acid) with ethyl alcohol.

CNDE 2-(1 -cyano-3-methylbutyl)malonate diethyl ester.

The methylene groups in 1,3-dicarboxylic acid utilize the synthesis of barbiturates; a hydrogen atom is removed by sodium ethoxide, and the derivative reacts with an alkyl halide to form a diethyl alkylmalonate.

The diethyl dialkylmalonates are converted to barbiturates by reaction with urea.

Arylation with benzene: Tetrahedron Lett., 27, 2763 (1986), and free-radical substitution with thiophene or furan at the 2-position: Heterocycles, 27, 2627 (1988), are promoted by Ce(IV) salts. See also . Zhang, J.; Shao, Y.; Wang, Y.; Li, H.; Xu, D.; Wan, X. Transition-metal-free decarboxylation of dimethyl malonate: an efficient construction of α-amino acid esters using TBAI/TBHP. Org. Biomol. Chem. 2015, 13 (13), 3982-3987.Mao, J.; Liu, D.; Li, Y.; Zhao, J.; Rong, G.; Yan, H.; Zhang, G. Temperature-controlled NaI-mediated α-oxybenzoylation or oxyacylation-decarboxylation reactions of dimethyl malonate with carboxylic acids. Catal. Commun. 2015, 70, 62-65.

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Malonic Ester Synthesis | OChemPal


Synthesis of DIETHYL DIETHYLMALONATE - …

Dimethyl malonate is a reagent used in organic synthesis. It acts as a precursor for the synthesis of mono-substituted and di-substituted acetic acid, barbiturates, vitamin B1 and vitamin B6. It is used in the pharmaceutical industry to prepare pharmaceuticals like chloroquine and butazolidin. It is involved in the synthesis of diastereomeric pure thienylpyridines by reacting with 1,3-diphenylprop-2-enyl acetate.

Synthesis description for preparation of DIETHYL DIETHYLMALONATE

The malonic ester synthesis is a where or another of is at the carbon (directly adjacent) to both groups, and thenconverted to a substituted .

Malonic ester synthesis; Other reactions; References;

Zhang, J.; Shao, Y.; Wang, Y.; Li, H.; Xu, D.; Wan, X. Transition-metal-free decarboxylation of dimethyl malonate: an efficient construction of α-amino acid esters using TBAI/TBHP. Org. Biomol. Chem. 2015, 13 (13), 3982-3987.

Diethyl malonate - an overview | ScienceDirect Topics

Mao, J.; Liu, D.; Li, Y.; Zhao, J.; Rong, G.; Yan, H.; Zhang, G. Temperature-controlled NaI-mediated α-oxybenzoylation or oxyacylation-decarboxylation reactions of dimethyl malonate with carboxylic acids. Catal. Commun. 2015, 70, 62-65.

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