Category: 105-53-3

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 105-53-3, name is Diethyl malonate, A new synthetic method of this compound is introduced below., Quality Control of Diethyl malonate

(a) Isobutyldiethyl malonate Diethyl malonate is treated with an ethanol and sodium ethoxide mixture. Then iso-butyl bromide is added to form isobutyl diethyl malonate as the product of this malonic ester synthesis.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US4382081; (1983); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

105-53-3, name is Diethyl malonate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 105-53-3

Synthesis of 2,2-dially malonic acid diethyl ester; To a mixture of diethyl malonate (10 g, 62.5 mmol) and bromoalkane (14.25 g, 187.5 mmol) was added a concentrated solution of sodium ethoxide (8.6 g of sodium in 70 m L of ethanol) slowly with continuous stirring by maintaining the temperature in between 5-10 0C. After addition of sodium ethoxide, the reaction mixture was allowed to stir at the same temperature for another 1h after which the cold-water bath was removed and the mixture was allowed to stir overnight at EPO room temperature. The excess solvent was removed, the residue was added in water and extracted in ethyl acetate. The organic phase was dried over Na2SO4 and evaporated to give a light yellow liquid. The crude material was purified by vacuum distillation to get a colorless liquid.1H NMR (400 MHz, CDCI3): 1.24 (t, 6H), 2.64 (d, 4H), 4.18 (q, 4H), 5.07-5.14 (m, 4H), 5.59-5.73(m, 2H).Mass: 240 [M]+.

The synthetic route of 105-53-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INDIAN INSTITUTE OF TECHNOLOGY BOMBAY; WO2006/117800; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 105-53-3, name is Diethyl malonate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 105-53-3

EXAMPLE 14: PREPARATION OF 1 ,1 CYCLOPRANEDIESTER (FORMULA XVI):1 ,2-dichloroethane (400 liters), diethyl malonate (145 kg), N,N-dimethyl formamide (365 liters), and potassium carbonate (187 kg) were taken into a reactor equipped with a Dean-Stark type azeoptropic apparatus. The reaction mixture was heated to reflux followed by stirring for about 30 hours, simultaneously removing unwanted water that was collected in the Dean Stark apparatus. The reaction mixture was cooled to about 30 0C. The reaction mass was filtered and the filter washed with 510 L of 1 ,2-dichloroethane. The obtained organic layer was washed with water (4*510 L water) and distilled completely under vacuum below 6O0C to obtain a residue. The obtained residue was cooled to 35 0C and high vacuum applied. The reaction mass was heated slowly below 75C and collect the first fraction. The second fraction was collected by maintaining the temperature at 900C and the third fraction was collected by maintaining the temperature below 120C for about 5 hours to afford 18.5 kg (2nd and 3rd fractions) of the title compound. Purity by GC: 92.44%.

The synthetic route of Diethyl malonate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY’S LABORTORIES, LTD.; DR. REDDY’S LABORATORIES, INC.; WO2008/58118; (2008); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 105-53-3, name is Diethyl malonate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 105-53-3, Application In Synthesis of Diethyl malonate

EXAMPLE 1 Preparation of ethyl 2-ethoxycarbonyl-4-methylvalerate Diethyl malonate (20 g; 124.8 mmoles) was added to a mixture of metallic sodium (2.87 g; 124.8 mmoles) dissolved in absolute ethanol (60 ml) at 50 C. After 1 hour at room temperature isobutyl bromide 97% (16.78 g; 118.8 mmoles) was added dropwise. After 2.5 hours at reflux temperature, the reaction mixture was kept at room temperature overnight. After adding hydrochloric acid 1N up to pH 4-5, ethanol was evaporated and the residue was extracted with ethyl ether. After drying and evaporating the solvent at reduced pressure, the crude oil was purified by distillation at 78 C./2.5 mmHg after the removal of the exceeding diethyl malonate at 65 C./7 mmHg. Ethyl 2-ethoxycarbonyl-4-methylvalerate (14.4 g; 56% yield) was obtained as a colorless oil. 1 H-NMR (200 MHz, CDCl3): delta (ppm): 0.87 (d, 6H); 1.21 (t, 6H); 1.52 (m, 1H); 1.75 (t, 2H); 3.47 (t, 1H); 4.15 (q, 4H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Diethyl malonate, and friends who are interested can also refer to it.

Reference:
Patent; Zambon Group S.p.A.; US5739123; (1998); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 105-53-3,Some common heterocyclic compound, 105-53-3, name is Diethyl malonate, molecular formula is C7H12O4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Under the protection of nitrogen, the 100g c diethyl malonate, 300 ml anhydrous ethanol into 1000 ml three port in round bottomed flask, under room temperature, adding 40.5g sodium methoxide, then, slowly adding 102.8g bromo n-butane, after adding heating reflux, the reaction 3h; to cool down to room temperature, then adding 40.5g sodium methoxide, then, slowly adding 102.8g bromo-butane, heating reflux reaction 3h. Cooling to room temperature, removing the solvent, by adding 1 mol/L sulfuric acid aqueous solution in the pH value and system to 7 the left and the right, washing the organic phase, is distilled under reduced pressure to obtain the dibutyl c diethyl malonate, 154g (yield 90.6%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Diethyl malonate, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Advanced Institute; Jiang Yang; Li Jiusheng; Xu Jian; (6 pag.)CN106748724; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 105-53-3, name is Diethyl malonate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Diethyl malonate

[Reference Example 3] Production of 1,1-di-ethoxycarbonyl-2-vinylcyclopropane 8.79 g (54.9 mmol) of diethyl malonate and 99 mL of toluene were added into a three-necked flask (300 mL), and thereafter, 20.5 mL (52.4 mmol) of a 20% sodium ethoxide ethanol solution was added thereto as a base. The obtained mixture was stirred at room temperature for 0.5 hours. Thereafter, 9.89 g (24.9 mmol) of cis-1,4-di-4-toluenesulfonyloxy-2-butene, which had been obtained by performing the same operations as those in Example 1 and then purifying the obtained compound by silica gel chromatography, was added to the reaction solution. The obtained mixture was stirred at room temperature for 3.5 hours, and thereafter, 59.9 mL of a 1 M sodium hydroxide aqueous solution was added to the reaction solution. The obtained mixture was stirred for 1 hour, and an organic layer was then separated. A water layer was re-extracted with 50 mL of toluene, and organic layers were gathered. The gathered organic layer was washed with 50 mL of water three times, and the resultant was then filtrated, while washing the residue with toluene. The obtained filtrate was concentrated at 45C under reduced pressure, so as to obtain 22.4 g of 1,1-di-ethoxycarbonyl-2-vinylcyclopropane in the form of a crude product of a light yellow oily substance. This crude product contained 1.25 g of 1,1-di-ethoxycarbonyl-2-vinylcyclopropane (yield: 24%) and 3.94 g of 1,1-di-ethoxycarbonyl-3-vinylcyclopentene (yield: 74%).

According to the analysis of related databases, 105-53-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; API Corporation; EP2537825; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 105-53-3, A common heterocyclic compound, 105-53-3, name is Diethyl malonate, molecular formula is C7H12O4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: In an atmosphere controlled glovebox, Cu(OTf)2 (398 mg, 1.10 mmol, 2.20 equiv.), arylboroxine (0.330 mmol, 0.670 equiv.), and CsOAc (106 mg, 0.550 mmol, 1.10 equiv.) were added sequentially to a 2 dram vial charged with a stir bar. The sp3-carbon nucleophile (0.500 mmol, 1.00 equiv.) and triethylamine (0.210 mL, 1.50 mmol, 3.00 equiv.) were added as a solution in anhydrous 1,2-DCE (1.20 mL). Additional 1,2-DCE (2¡Á0.5 mL) was used to quantitatively transfer the solution to the reaction mixture. The vial was sealed with a PTFE-lined cap and stirred outside the glovebox at 30 C. Reaction progress was generally monitored by GC-FID using n-dodecane as an internal standard. Unless otherwise noted, reactions were quenched after 36-48 hours, when >95% conversion of sp3-carbon nucleophile was reached. The reaction was quenched with 5 mL of brine and extracted with EtOAc (4¡Á10 mL). The organic layer was then washed with 5 mL brine and dried with Na2SO4, and the solvent was removed by vacuum. The crude residue was purified by flash silica gel chromatography. Note: the order of addition of reagents is important for achieving optimal yields.

The synthetic route of 105-53-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Governors of the University of Alberta; LUNDGREN, Rylan; MOON, Patrick; (56 pag.)US2018/186721; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 105-53-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 105-53-3 as follows.

Synthesis of 2-ethoxycarbonyl-malonic acid diethyl ester; Magnesium turnings (1.25 g, 50.2 mmol), dry ethanol (5 ml.) and CCI4 (0.5 ml_) were taken in a dry 100 mL of three neck flask and it was heated at 80 0C for 6 h. To this was added a mixture of diethyl malonate (8 g, 50.2 mmol) and dry ethanol (14 mL) and stirred for 2 h. The reaction EPO betamixture was cooled in a water bath when crystals were formed. After this, dry THF (20 mL) was added drop wise to dissolve the solid formed and heated for 1 h at 80 0C. To this was then added ethyl chloroformate (5 mL, 50.2 mmol) in dry THF while keeping constant boiling and the heating was further continued for 1 h followed by bringing the reaction mixture to room temperature, poured into dilute acetic acid (4 mL acetic acid in 15 mL water). This was extracted with ethyl acetate, washed with brine and the organic layers were combined and dried over anhydrous Na2SO4 and concentrated to give yellow liquid. The unreacted diethyl malonate was then removed by vacuum distillation to get the pure product as a colorless liquid. 1H NMR (300 MHz, CDCI3): 1.31 (t, 9H), 4.28 (q, 6H), 4.41 (s, 1 H). Mass: 233 (M++1).

According to the analysis of related databases, 105-53-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INDIAN INSTITUTE OF TECHNOLOGY BOMBAY; WO2006/117800; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

105-53-3, A common compound: 105-53-3, name is Diethyl malonate, belongs to esters-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

EXAMPLE 28 The following experiment demonstrates the in situ preparation of the onium compound in the process. In a reaction flask were added 137.5 g (1.1 mol) trans 1,4-dichlorobutene-2, 160.0 g (1.0 mol) diethyl malonate, 600 cc methylene chloride and 6.8 g (5 mol % based on diethyl malonate) N,N-dimethylbenzylamine. The mixture was stirred at ambient temperature for 20 minutes and 124.8 g (2.0 mol) flaked 90% potassium hydroxide then added in small portions over a one-hour period while maintaining the reaction temperature at 25 C. with external cooling. The reaction was then stirred at ambient temperature for four hours. Diethyl 2-vinylcyclopropane-1,1-dicarboxylate (126.6 g; 59.8% yield) was obtained.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Diethyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Emery Industries, Inc.; US4252739; (1981); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

105-53-3, A common compound: 105-53-3, name is Diethyl malonate, belongs to esters-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Diethyl malonate (20 g, 0.125 mol), triethylamine (25.3 g, 0.25 mol), magnesium chloride (11.9 g, 0.125 mol), acetonitrile (200 ml) were placed in a reaction flask, and the temperature was lowered to -5. C, slowly add acetyl chloride (10g, 0.125mol), temperature control -5C, about 30min drop, after lh incubation, rose to room temperature for 8h. After TLC monitoring reaction, adjust the pH to about 3 with 1N HCl, extract twice with ether, combine the organic phase, wash with 1N HCl, no Dry with sodium sulfate, evaporated to dryness, and the residue was dissolved with DMF.Add bromoethane (16.2 g, 0.148 mol), potassium carbonate (21 g, 0.149 mol), potassium iodide (2.1 g, 0.012 mol), and react at 60 C for 2 h. After the reaction was completed by TLC, the reaction mixture was cooled to room temperature and water was added. , ether, stirring, layering,The organic layer was washed with saturated brine.Dry and evaporate to give a yellow oil, 22 g.Purification by column chromatography gave 7.4 g of pale yellow oil.Yield: 25.8 %.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Diethyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shenyang Hainuowei Pharmaceutical Technology Co., Ltd.; Wang Shaojie; Mao Qing; Zhang Bing; (30 pag.)CN110156698; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics