Succinic acid diethyl ester

Succinic acid diethyl ester. See Diethyl succinate... 

OB to C02 —65.37% v hygr prisms (from acetic acid + benz) mp 87.5°. V sol in acetic acid si sol in benz insol in petr eth. Prepn is by heating bromomethylmalonic acid diethyl ester with Na azide dissolved in aq ethanol. Its Ag salt, Silver Azido-iso-Succinic Acid, color cryst, deton violently on heating (Refs 1, [272]... 

SYNS BUTANEDIOIC ACID, DIETHYL ESTER DIETHYL SUCCINATE (FCQ ETHYL SUCCINATE FEMA No. 2377... 

Dimethyl-S-1,2-bis (ethoxycarbonyl) ethyl phosphorothioate 0,0-Dimethyl-S-(1,2-dicarbethoxy) ethyl phosphorothioate Malaoxone Malathion-O-analog Mercaptosuccinic acid diethyl ester, S-ester with 0,0-dimethylphosphorothioate Oxycarbophos Phosphorothioic acid, 0,0-dimethyl ester, S-ester with 1,2-bis (methoxycarbonyl) ethanethiol Succinic acid. 

Diethyl Succinate = 1,4-butanedioic acid, diethyl ester CH3CH2O2CCH2CH2CO2CH2CH3. 

Ethyl Succinate n (Succinic acid monoethyl ester) Saturated plasticizer. Properties bp, 216°C sp gr, 1.049. Also known as Diethyl Succinate. 

C8H12CI2O4 2,3-dichloro-succinic acid diethyl 1 ester 62243-26-9... 

Cydopentane reagents used in synthesis are usually derived from cyclopentanone (R.A. Ellison, 1973). Classically they are made by base-catalyzed intramolecular aldol or ester condensations (see also p. 55). An important example is 2-methylcydopentane-l,3-dione. It is synthesized by intramolecular acylation of diethyl propionylsucdnate dianion followed by saponification and decarboxylation. This cyclization only worked with potassium t-butoxide in boiling xylene (R. Bucourt, 1965). Faster routes to this diketone start with succinic acid or its anhydride. A Friedel-Crafts acylation with 2-acetoxy-2-butene in nitrobenzene or with pro-pionyl chloride in nitromethane leads to acylated adducts, which are deacylated in aqueous acids (V.J. Grenda, 1967 L.E. Schick, 1969). A new promising route to substituted cyclopent-2-enones makes use of intermediate 5-nitro-l,3-diones (D. Seebach, 1977). 

B. a-Ketoglularic acid. The ester obtained by the foregoing procedure is mixed with 600 ml. of concentrated hydrochloric acid and left overnight. The mixture is concentrated by distillation (Note 5) until the temperature of the liquid reaches 140°. It is poured into an evaporating dish and allowed to cool. The solid mass, weighing 11(3-112 g., is then pulverized. The yield of a-ketoglutaric acid is 92-93% of the theoretical for the last step, or 75-77% based upon diethyl succinate. The light tan product, obtained as described above, is suitable for most purposes, but a purer add, m.p. 109-110° (corr.) may be obtained by recrystallization from an acetone-benzene mixture. 

Dimethyl peroxide Diethyl peroxide Di-t-butyl-di-peroxyphthalate Difuroyl peroxide Dibenzoyl peroxide Dimeric ethylidene peroxide Dimeric acetone peroxide Dimeric cyclohexanone peroxide Diozonide of phorone Dimethyl ketone peroxide Ethyl hydroperoxide Ethylene ozonide Hydroxymethyl methyl peroxide Hydroxymethyl hydroperoxide 1-Hydroxyethyl ethyl peroxide 1 -Hydroperoxy-1 -acetoxycyclodecan-6-one Isopropyl percarbonate Isopropyl hydroperoxide Methyl ethyl ketone peroxide Methyl hydroperoxide Methyl ethyl peroxide Monoperoxy succinic acid Nonanoyl peroxide (75% hydrocarbon solution) 1-Naphthoyl peroxide Oxalic acid ester of t-butyl hydroperoxide Ozonide of maleic anhydride Phenylhydrazone hydroperoxide Polymeric butadiene peroxide Polymeric isoprene peroxide Polymeric dimethylbutadiene peroxide Polymeric peroxides of methacrylic acid esters and styrene... 

The DuPont company used the succinic acid ester process, in which diethyl succinate is first cyclised to diethyl succinylsuccinate (2.39) in a sodium/alcohol mixture. One mole of the product is next condensed with two moles of aniline under oxidising conditions, forming diethyl 2,5-dianilino-3,6-dihydroterephthalate (2.40). Ring closure at 250 °C gives dihydroquinacridone, from which quinacridone is obtained by oxidising away the two extra hydrogen atoms. 

According to Thurston (702), the lower dibasic esters yield pure carbox5unonoguanamines so readily that this reaction is an excellent synthetic route, when confined to the lower esters. It has been apphed to 1-aryl- and alkyl-biguanides as usual, and to the alkali metal salts of half esters. The reaction involving diethyl malonate is represented below succinic acid esters (292, 699) react similarly. 

ETHYL ENANTHYLSUCCINATE (Succinic acid, heptanoyl-, diethyl ester)... 

Diethyl propionylsuccinate Succinic Acid, propionyl-, diethyl ester (8) Butanedioic Acid, 1-oxopropyl-, diethyl ester (9) (41117-76-4)... 

Methyl- 1,3-cyclopentanedione is a key intermediate for the total synthesis of steroids.2 A number of methods have been described for its preparation, among them the condensation of succinic acid with propionyl chloride,3 and that of succinic anhydride with 2-buten-2-ol acetate,4 both in the presence of aluminum chloride. It has also been obtained from 3-methylcyclopentane-1,2,4-trione by catalytic hydrogenation5 and Wolff-Kishner reduction 6 The base-promoted cyclization of 4-oxohexanoic acid ethyl ester and diethyl propionylsuccinate with tertiary alkoxides was first reported by Bucourt.7 The present cyclization process provides an experimentally simple route to 2-methyl-1,3-cyclopentanedione. Using the same procedure, 4-oxoheptanoic acid ethyl ester has been cyclized to give 2-ethyl-l,3-cyclopentanedione in 46% yield... 

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