Month: May 2021

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. 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H11NaO5

General procedure: A mixture of malononitrile(2) (0.01 mol) and aromatic aldehyde (3) (0.01 mol) in EtOH was heated for 1 h. Next, a mixture of the sodium salt of diethyloxaloacetate (0.01 mol) (1)and hydrazine hydrate (4) in AcOH was added. The solution was heatedat 120omicronC for 15-30 min. After cooling, the precipitated solid was filtered,and recrystallized from EtOH.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 40876-98-0.

Reference:
Article; Gein; Zamaraeva; Slepukhin; Tetrahedron Letters; vol. 55; 33; (2014); p. 4525 – 4528;,
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Synthetic Route of 65868-63-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 65868-63-5, name is tert-Butyl 6-bromohexanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of t-butyl 6-bromohexanoate (500 mg, 1.99 mmol) in hexamethylphosphoramide (10 ml) was added sodium acetate (180 mg, 2.19 mmol). The reaction mixture was stirred overnight, diluted with ether, and washed with 1N aqueous hydrochloric acid (3*100 ml) and water and dried over magnesium sulfate to yield the desired diester (660 mg, 80% yield) whose structure was confirmed by NMR. The diester prepared above (1.52 g, 6.6 mmol) and ethylenediamine (539 mg, 3.82 mmol) were combined and heated to 100 C. for 2 hours. Additional ethylenediamine was added (1 equivalent) and the reaction was stirred at 100 C. for another 5 hours. The reaction mixture was then cooled to room temperature, diluted with dichloromethane (75 ml), washed with water, saturated aqueous sodium bicarbonate, 10% aqueous citric acid, and water, and dried over magnesium sulfate to yield a clear oil (560 mg). NMR analysis indicated that about 20% of the diester remained. The oil was treated with additional ethylenediamine (600 mul) at 100 C. for 2 hours and at room temperature for 48 hours. The reaction mixture was diluted with dichloromethane (100 ml), washed with saturated aqueous sodium bicarbonate, 10% aqueous citric acid, and water, dried over magnesium sulfate, and concentrated in vacuo to yield the desired t-butyl 6-hydroxyhexanoate (640 mg) in 52% yield.

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, tert-Butyl 6-bromohexanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Affymax Technologies N.V.; US5607691; (1997); A;,
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Reference of 756525-95-8,Some common heterocyclic compound, 756525-95-8, name is tert-Butyl 9-Amino-4,7-dioxanonanoate, molecular formula is C11H23NO4, 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.

Compound II-2a (4.50 g, 11.68 mmol) and Compound II-2b (3.27 g, 14.01 mmol) were dissolved in dichloromethane (250 mL), and then I- (3-dimethylaminopropyl)-at 0 C to room temperature. 3-ethylcarbodiimide hydrochloride (4.47 g, 23.35 mmol), hydroxybenzotriazole (3.15 g, 23.35 mmol) and diisopropylamine (5.96 mL, 35.03 mmol) were added. The reaction mixture was stirred at room temperature overnight. After completion of the reaction and extracted with distilled water and brine, the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography (dichloromethane: methanol = 30: 1 volume ratio) to obtain the title compound II-2c (6.55 g, 93%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 9-Amino-4,7-dioxanonanoate, its application will become more common.

Reference:
Patent; Selteurion Co., Ltd.; Park Yeong-jun; Song Hyeon-nam; Park Seong-jun; Jeong Jin-gyo; Ryu Hyeon; Cha Ji-hyeon; Choi Jun-heon; Seo Won-il; Kim Min-cheol; Park So-jin; Hyun Jae-gyeong; (61 pag.)KR2019/143246; (2019); A;,
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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. 14273-90-6, name is Methyl 6-bromohexanoate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

General procedure: Imidazole (2.0 equiv) in THF was treated with NaH (2.0 equiv). After 3 h at rt, the respective bromoalkanoic acid ester (1.0 equiv) was added and stirring was continued for the given time. Then, the reaction solution was filtered, evaporated, and purified by CC.

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:
Article; Hack, Silke; Wo?rlein, Babette; Ho?fner, Georg; Pabel, Jo?rg; Wanner, Klaus T.; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1483 – 1498;,
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Electric Literature of 14062-18-1, 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. 14062-18-1 name is Ethyl 2-(4-methoxyphenyl)acetate, 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.

General procedure: To the stirred solution propargyl alpha-(4-methoxyphenyl)acetate 6a (2.04 g, 10 mmol) in 15 mL acetonitrile was added 4-acetamidobenzenesulfonyl azide (2.88 g, 12 mmol) and DBU (2.24 mL, 15 mmol) at ambient temperature under inert atmosphere. The reaction mixture was stirred for 16 h at room temperature. The reaction was quenched with saturated NH4Cl and the product was extracted with diethyl ether (30 mL x 3). The combined organic layers were washed with brine and dried over anhydrous Na2SO4. The extract was filtered and the filtrate was evaporated under vacuum. The crude product was purified using column chromatography over silica gel to afford propargyl alpha-(4-methoxyphenyl)-alpha-diazoacetate 1a as orange solid (1.934 g, 84% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-(4-methoxyphenyl)acetate, and friends who are interested can also refer to it.

Reference:
Article; Navale, Balu S.; Laha, Debasish; Bhat, Ramakrishna G.; Tetrahedron Letters; vol. 60; 29; (2019); p. 1899 – 1903;,
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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. 26218-04-2, name is 2-Ethylhexyl 4-aminobenzoate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

568 g of anhydrous xylene and 139.0 g of the product prepared in example 1 were loaded into a 2-litre flask fitted with a stirrer, thermometer, dropping funnel and condenser. 645 g of a 30% xylene solution of 2-ethyl hexyl 4-aminobenzoate was added in 30 minutes to the mixture, stirred at 90C. When the addition had been completed, the mixture was maintained at 90C for 15 min and then heated to 125C in 60 minutes, obtaining a thick whitish suspension. The mixture was maintained under stirring at 125C for 3 hours, during which time a gradual reduction in the development of hydrochloric acid and an increase in the fluidity of the mixture was observed. After cooling to 80-90C, 280 g of 15% aqueous sodium carbonate was added cautiously. After 30 minutes’ mixing at 70-80C, stirring was interrupted and the underlying alkaline aqueous phase was discharged. After two further aqueous washes, the residual water was removed by azeotropic distillation under atmospheric pressure, followed by distillation of xylene to concentrate the solution. 680 g of whitish dispersion was obtained, containing approx. 275 g of the desired product, which was characterised by UPLC-MS. The dispersion “as is” was used for the subsequent stages of synthesis.

According to the analysis of related databases, 26218-04-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; 3V SIGMA S.P.A.; MAESTRI, Francesco; BEMPORAD, Luca; BERTE’, Ferruccio; WO2013/156272; (2013); A1;,
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. 126541-82-0, name is Methyl 3-amino-4-(trifluoromethyl)benzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 3-amino-4-(trifluoromethyl)benzoate

N-Chlorosuccinimide (8.2 g, 61 mmol) was added to a solution of methyl 3-amino-4- (trifluoromethyl)benzoate ( 13.2 g, 60.0 mmol) in acetonitrile (200 mL), and the resulting mixture was heated at 80 C for 20 h. After cooling, the mixture was partitioned between water (500 mL) and EtOAc (2 x 300 mL). The combined organic layers were washed with brine (200 mL), dried over anhydrous NaaSOzi, and concentrated. The residue was purified by column chromatography on silca gel (PE:EtOAc = 6: 1) to afford the title compound. MS: m/z = 254 (M + 1). lH NMR (400 MHz, CDC13) delta 7.49 (s, 1H), 7.17 (s, 1H), 3.92 (s, 3H).

According to the analysis of related databases, 126541-82-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MITCHELL, Helen; FRALEY, Mark E.; COOKE, Andrew J.; STUMP, Craig A.; ZHANG, Xu-Fang; MCCOMAS, Casey C.; SCHIRRIPA, Kathy; MCWHERTER, Melody; LIU, Chungsing; MAO, Qinghau; WO2015/143653; (2015); A1;,
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Electric Literature of 51760-21-5, The chemical industry reduces the impact on the environment during synthesis 51760-21-5, name is Dimethyl 5-bromoisophthalate, I believe this compound will play a more active role in future production and life.

C (3.3 g, 0.012 mol), bis(pinacolato)diboron (3.4 g, 0.013 mol), dried potassium acetate (3.6 g), [l,r-Bis(diphenylphosphino)ferrocene]palladium(II) dichloride (Pd(dppf)Cl2, 0.2 g, 0.27 mol) were mixed in a 250 mL flask and evacuated for 1 hour before 100 mL dried, degassed l,4-dioxane was added. The reaction was stirred at 80 C under nitrogen atmosphere for 24 hours. After the reaction was completed, organic solvent was removed by rotovap and the remained solid was extracted with dichloromethane. The crude product was purified through a silica plug with a eluent of petroleum ether: ethyl acetate= 8: 1 to give pure D as a white solid (3.5 g, 90 % yield).

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, Dimethyl 5-bromoisophthalate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; LI, Jing; WANG, Hao; (162 pag.)WO2019/157013; (2019); A1;,
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Reference of 90030-48-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 90030-48-1, name is Sodium 3-methoxy-3-oxopropane-1-sulfinate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of Intermediate 67 tert-butyl ((5-bromo-1H-pyrrolo[3,2-b]pyridin-2- yl)methyl)(methyl)carbamate (1.1912 g, 3.50 mmol), sodium 3-methoxy-3-oxopropane-1-sulfinate (1.224 g, 7.03 mmol, Aldrich) and copper(I) iodide (1.34 g, 7.04 mmol) in Dimethyl Sulfoxide (DMSO) (18 ml) was degassed for 10 minutes under a flow of nitrogen. The reaction vessel was heated to 110 C and stirred at 110 C under nitrogen for 2h. Ethyl acetate (30 ml) was added to the reaction mixture, which was then filtered on Celite (lOg) and the residual solid washed with ethyl acetate (3×20 ml). The filtrate was washed with a mixture of water/aqueous saturated ammonium chloride / aqueous saturated sodium bicarbonate (4: 1: 1 60 ml), and water (60 ml). The aqueous layer was further extracted with ethyl acetate (50 ml) and the organic phases combined. The organic phase was further washed with a mixture of water/aqueous saturated ammonium chloride / aqueous saturated sodium bicarbonate (4: 1: 1 60 ml), and water (60 ml), followed by brine (50 ml), dried over magnesium sulfate and concentrated under reduced pressure to yield methyl 3-((2- (((tertbutoxycarbonyl)(methyl)amino)methyl)-1H-pyrrolo[3,2-b]pyridin-5-l)sulfonyl)- propanoate (1380 mg, 3.35 mmol, 96% yield). LCMS (System B, UV, ESI): Rt = 0.92 min, [M+H]+ 412

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, Sodium 3-methoxy-3-oxopropane-1-sulfinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BRAVI, Gianpaolo; HOBBS, Heather; INGLIS, Graham George Adam; NICOLLE, Simon; PEACE, Simon; (138 pag.)WO2019/115640; (2019); A1;,
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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 94994-25-9 as follows. category: esters-buliding-blocks

Method B. 1 (9.81 g, 0.0500 mol) was dissolved in THF (100 mL). Diethyl cyanomethyl- phosphonate (8.90 mL, 0.0550 mol) was added. The mixture was cooled with an ice bath. Sodium tert-butoxide (5.28 g, 0.0550 mol) was added slowly. After 10 min, the suspension became a clear solution. After 2 h, aq NaOH (1M, 50 mL) was added. The mixture was stirred at room temperature overnight. To the reaction mixture was added water (100 mL) and MTBE (100 mL). The aqueous layer was separated and washed with MTBE (100 mL) cooled with ice batch and acidified with HCI (2M, 50 mL). The precipitate was collected by filtration and dried in a vacuum oven at 50 C overnight to yield the product (3) as white solid (7.92 g) in 72.2% yield.

According to the analysis of related databases, 94994-25-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOGEN IDEC MA INC; KWOK, Daw-long, Albert; KIESMAN, William; HUMORA, Michael; CAI, Xiongwei; LITTKE, Adam; CHANG, HeXi; WO2011/63268; (2011); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics