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., COA of Formula: C7H12O4

(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,
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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

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. Recommanded Product: 105-53-3

The compound 1,1,1-triethoxyethane (62.6 mL, 341 mmol),Compound diethyl malonate (224.4 mL, 990.1 mmol),Acetic anhydride (1.4 mL, 10.1 mmol) and a catalytic amount of zinc chloride (0.1 g) were placed in a reaction flask and heated to 170 C for 5.0 h.Evaporating unreacted diethyl malonate under reduced pressure,The residue was purified by column (eluent: PE/EtOAc (v/v) = 20/1).40.0 g of yellow oil were obtained.The yield was 69.8%.

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

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ruyuan Yong Xing Technology Services Co., Ltd.; Liu Bing; Liu Jinlei; Zhang Yingjun; Zhang Jiancun; (158 pag.)CN104744446; (2019); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 105-53-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 105-53-3 name is Diethyl malonate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a suspension of sodium hydride (900 mg, 37.5 mmol) indry THF (30 mL), diethyl malonate 6a (2 g, 12.5 mmol) was added and the reaction mixturewas stirred at r.t. for 10 min. Later, allyl bromide (1.30 mL, 14.80 mmol) was added and thestirring was continued for 12 h at same temperature. At the conclusion of the reaction (TLCmonitoring), the reaction mixture was diluted with EtOAc and the aqueous layer wasextracted with CH2Cl2. Then, the solvent was removed under reduced pressure and the crudeproduct was purified by silica gel column chromatography (2% EtOAc-petroleum ether) toafford the mono-allylated compound 13a as a thick colourless liquid (1.52 g, 63%) along withdi-allylated compound 14a as a thick colourless liquid (693 mg, 24%). The 1H and 13C NMRspectra matched with the literature reported spectral data.

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:
Article; Kotha, Sambasivarao; Ali, Rashid; Tiwari, Arti; Synthesis; vol. 46; 18; (2014); p. 2471 – 2480;,
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., Quality Control of Diethyl malonate

Reference Example 196 Ethyl 4-hydroxy-6-methylpyrimidine-5-carboxylate A mixture of diethyl malonate (4.8 mL), triethyl orthoacetate (17 mL), acetic anhydride (0.11 mL) and zinc chloride (1.2 g) was stirred at 140C. To the mixture was added acetic anhydride (0.11 mL) each after 30, 90 and 120 minutes, and then stirred at the same temperature overnight. The reaction mixture was cooled to room temperature, and the insoluble material was removed by filtration. The filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate = 4/1 – 7/3) to give diethyl 2-(1-ethoxyethylidene)malonate (5.02 g). To a solution of diethyl 2-(1-ethoxyethylidene)malonate (4.13 g) in ethanol (15 mL) were added formamidine hydrochloride (1.73 g) and a solution of potassium hydroxide (2.21 g) in water (7.5 mL), and the mixture was stirred at room temperature for 2 days. The reaction mixture was neutralized by adding acetic acid. To the mixture was added ethyl acetate (30 mL), and the mixture was stirred at room temperature for 30 minutes. The insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: ethyl acetate – ethyl acetate/methanol = 9/1) to give the title compound (1.5 g).

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; Kissei Pharmaceutical Co., Ltd.; EP2143724; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. category: esters-buliding-blocks

To a sodium ethoxide-ethanol solution, which was prepared by slowly addition sodium (8.625 g, 375 mmol) into ethanol (600 mL) in small pieces, was added diethyl malonate 283A (30 g, 187.5 mmol) at room temperature and stirred at room temperature for 20 minutes. To the solution was added 1,5-dibromopentane (45.29 g, 196.9 mmol) and stirred at reflux for 16 hours. The mixture was concentrated under reduced pressure. The residue was diluted with ethyl acetate (200 mL), washed with water (80 mL) and brine (50 mL x 2), dried over anhydrous sodium sulfate, filtered, concentrated, and purified with flash column chromatography on silica gel (ethyl acetate in petroleum ether from 0% to 10% v/v) to yield Compound 283B. LC-MS (ESI) m/z: 229 [M+H] ?H-NMR (CDC13, 400 IVII{z): (5(ppm) 1.25 (t, J 7.2 Hz, 6H), 1.40-1.46 (m, 2H), 1.50-1.55 (m, 4H), 1.96-1.99 (m, 4H), 4.18 (q, J= 7.2 Hz, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 105-53-3, its application will become more common.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHAO, Qi; (737 pag.)WO2019/133770; (2019); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application 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.

General procedure: The corresponding active methylene compound (2 mmol, 1 equiv.) and 1,4-dibromobut-2-ene (1 equiv.) were added to a round bottom flask with a stir bar under nitrogen atmosphere. To this, THF (0.2 M) and Cesium carbonate (2.5 equiv.) were added. After fitting the condenser, reaction mixture was stirred for overnight at 60C. After cooling to room temperature, the reaction mixture was filtered over Celite and washed with diethyl ether. The organic phase was washed with saturated aqueous NaHCO3, followed by water and brine. After filtration over Na2SO4, the solvent was removed under reduced pressure. The crude product was purified by silica gel column chromatography using hexane and ethyl acetate as the eluent. Corresponding vinylcyclopropanes were obtained as solid/liquid with good yields.

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:
Article; Chandu, Palasetty; Ghosh, Krishna Gopal; Das, Debabrata; Sureshkumar, Devarajulu; Tetrahedron; vol. 75; 45; (2019);,
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., Computed Properties of C7H12O4

General procedure: The respective aldehyde (1-8) (5 mmol) and diethyl malonate(9) (5 mmol) were added in the presence of piperidine (4 mmol)under an inert atmosphere and transformed into a viscous solution. It was refluxed for 5-6 h and quenched with 6 N HCl in cold conditions. The product was extracted with ethyl acetate(3 10 mL). The combined organic extracts were dried and evaporatedunder reduced pressure. Compounds (10-17) were recrystallized from 50% aqueous ethanol and carried forward without further purification.

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:
Article; Shrivastava, Sushant K.; Srivastava, Pavan; Bandresh, Robin; Tripathi, Prabhash Nath; Tripathi, Avanish; Bioorganic and Medicinal Chemistry; vol. 25; 16; (2017); p. 4424 – 4432;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference 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.

Step 1: Into a 5 L 4 necked round bottomed flask was placed a solution of diethyl malonate (300 g, 1.87 mol) and 1,2-dibromoethane (634.5 g, 3.38 mol) in DMSO (1.5 L). The mixture was treated with K2CO3 (1020 g, 7.39 mol) and Bu4NHSO4 (6.4 g, 19 mmol). The resulting solution was allowed to stir for 48 h at room temperature. The reaction mixture was treated with 2 L of H2O and extracted with 1.5 L of EtOAc (3x). The organic layers were combined, dried over Na2SO4 and concentrated under reduced pressure. The residue was distilled under 5-10 mmHg vacuum at 64-65 oC. This resulted in diethyl cyclopropane-1,1-dicarboxylate as an oil.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIM, Jongwon; ALTMAN, Michael, D.; BRUBAKER, Jason, D.; GIBEAU, Craig, R.; (94 pag.)WO2016/144847; (2016); A1;,
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, Recommanded Product: 105-53-3

Step 1: Into a 5 L 4 necked round bottomed flask was placed a solution of diethyl malonate (300 g, 1.87 mol) and 1,2-dibromoethane (634.5 g, 3.38 mol) in DMSO (1.5 L). The mixture was treated with K2C03 (1020 g, 7.39 mol) and Bu4NHSO4 (6.4 g, 19 mmol). The resulting solution was allowed to stir for 48 h at room temperature. The reaction mixture was treated with 2 L of H20 and extracted with 1.5 L of EtOAc (3x). The organic layers were combined, dried over Na2SO4 and concentrated under reduced pressure. The residue was distilled under 5-10 mmHgvacuum at 64-65 C. This resulted in 400 g (90%) of diethyl cyclopropane-1,1-dicarboxylate as an oil.

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; MERCK SHARP & DOHME CORP.; LIM, Jongwon; ALTMAN, Michael, D.; BRUBAKER, Jason, D.; GIBEAU, Craig, R.; (107 pag.)WO2016/144848; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics