Month: March 2021

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. 5048-82-8, name is Ethyl 3-(4-aminophenyl)acrylate, A new synthetic method of this compound is introduced below., HPLC of Formula: C11H13NO2

PREPARATION 44 To a mixture of ethyl 4-aminocinnamate (300 mg), triethylamine (167 mg) and dichloromethane (3 ml) was added a solution of propionyl chloride (182 mg) in dichloromethane (1 ml) in an ice-water bath, and the mixture was stirred for 1 hour at the same temperature. To the reaction mixture was added 4 drops of N,N-dimethylpropanediamine, and the mixture was further stirred for 5 minutes. The reaction mixture was washed with water, dried over magnesium sulfate, and evaporated in vacuo. The residue was crystallized from diisopropyl ether to give ethyl 4-propionamidocinnamate (341 mg) as a colorless powder. mp: 138¡ã C. NMR (CDCl3, delta): 1.26 (3H, t, J=8 Hz), 1.34 (3H, t, J=8 Hz), 2.42 (2H, q, J=8 Hz), 4.26 (2H, q, J=8 Hz), 6.37 (1H, d, J=16 Hz), 7.21 (1H, br s), 7.49 (2H, d, J=8 Hz), 7.58 (2H, d, J=8 Hz), 7.68 (1H, d, J=16 Hz)

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; Fujisawa Pharmaceutical Co., Ltd; US5574042; (1996); A;,
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Application of 555-43-1,Some common heterocyclic compound, 555-43-1, name is Propane-1,2,3-triyl tristearate, molecular formula is C57H110O6, 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.

Alcoholysis of triglycerides Alcoholysis of pure triglycerides (TGs), including trilaurin, tripalmitin and tristearin, was carried out. Most diglyceride (DG) obtained from alcoholysis reaction were 1,2-DG. A high amount OF uNREACTED TG remained in the reaction mixture. Acyl migration was observed during the reaction, especially in hydrolysis reaction, as illustrated in Figure 18. Figure 18 shows data from alcoholysis reaction showing the 1,3- DS/1, 2-DS ratio during alcoholysis and hydrolysis of tristearin. DEP = D-EP100, RM = Lipozyme RM IM, Hx = n-hexane, HYD = hydrolysis, ALC = alcoholysis. The reaction catalyzed by Lipozyme RM IMTM, though gave lower yield, showed higher acyl migration than the reaction catalyzed by D-EP100. Low acyl migration was observed in alcoholysis using CAL-B after 6h. This could be because 1,2- DG and 1,3-DG were produced at the same time according to the non-specificity of CAL- B. D-EP 100 showed higher activity than CAL-B and Lipozyme RM, respectively, in alcoholysis of tripalmitin and tristearin. Effect OF AW : HIGHER yield and less MG was obtained from alcoholysis at aW 0.11 than 0.43. It was found that MG was increased with increasing aw. Effect of solvents (on yield and acyl migration): Highest yield was obtained with MTBE. Alcoholysis in n-hexane and isooctane gave moderate yield, while acetone was a poor solvent for Lipozyme RM. The reaction performed in n- hexane showed faster acyl migration than in MTBE, as illustrated in Figures 18 and 19. Figure 19 illustrates data from the hydrolysis of trilaurin at 60C by Lipozyme RM IM (DG = dilaurin).

The synthetic route of 555-43-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DIVERSA CORPORATION; WO2005/32496; (2005); A2;,
Ester – Wikipedia,
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Synthetic Route of 1132-95-2,Some common heterocyclic compound, 1132-95-2, name is 1,1-Diisopropoxycyclohexane, molecular formula is C12H24O2, 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.

The product from (1) was dissolved in 310 mL of acetone. 127,5 g of 1,1- diisopropoxycyclohexane and 31.0 g of pyridine hydrobromide were added. The mixture was stirred at 40-45 C for 3 hours. Then 300 mL of isopropyl acetate, 250 mL of 5% aqueous sodium carbonate and 9 mL of 20% aqueous sodium hydroxide were added. After stirring the aqueous phase was seperated off, and the organic phase was concentrated by distilling under vacuum. 246 g of a mixture 2′, 4″-0- bis (trimethylsilyl) erythromycin A 9- {O- [1- (1- methylethoxy)-cyclohexyl] oxime} and isopropyl acetate was obtained.; (2) The product obtained above in (1) was dissolved in 310 mL of acetone. 127,5 g of 1,1- diisopropoxycyclohexane and 31.0 g of pyridine hydrobromide were then added. The mixture was stirred at 40-45 C for 3 hours. Then 300 mL of isopropyl acetate, 250 mL of 5% aqueous sodium carbonate and 9 mL of 20% aqueous sodium hydroxide were added. After stirring and the aqueous phase was seperated off, and the organic phase was concentrated by distilling under vacuum. 236 g of a mixture 2′, 4″-0- bis (trimethylsilyl) erythromycin A 9- {O- [1- (1-methylethoxy)-cyclohexyl] oxime} and isopropyl acetate was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1-Diisopropoxycyclohexane, its application will become more common.

Reference:
Patent; SANDOZ AG; WO2005/90377; (2005); A1;,
Ester – Wikipedia,
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Application of 27492-84-8, 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 27492-84-8 as follows.

General procedure: To a suspension of 5,6,6a,7,8,9-hexahydro-4H-phenalene-2-carboxylic acid (0.338 g, 1.56 mmol) in benzene (7.5 ml) was added SOCl2 (2.5 ml). The reaction mixture was refluxed for 4 h, then evaporated, and the residue was dissolved in benzene (3 ml) and pyridine (10 ml). Methyl 4-aminobenzoate (0.259 g, 1.71 mmol) and 4-DMAP (0.020 g, 0.164 mmol) were added to the resulting solution. The reaction mixture was stirred at rt for 15 h, then poured into 2 M aqueous HCl and extracted with AcOEt. The organic phase was washed with 10percent aqueous Na2CO3. Usual work-up gave a residue, which was purified by silica gel column chromatography(AcOEt/n-hexane = 1:10) to afford methyl 4-[(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)carboxamido]benzoate (0.478 g,88percent). To a suspension of the above ester (0.385 g, 1.10 mmol) in EtOH (10 ml) was added 2 M aqueous NaOH (7.5 ml). The reaction mixture was stirred at 60 ¡ãC for 1 h, then cooled, acidified by adding 2 M aqueous HCl and extracted with CHCl3. Usual work-up gave a residue, which was purified by recrystallization from EtOH to afford 7a (0.348 g, 94percent).

According to the analysis of related databases, 27492-84-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Amano, Yohei; Noguchi, Masayuki; Nakagomi, Madoka; Muratake, Hideaki; Fukasawa, Hiroshi; Shudo, Koichi; Bioorganic and Medicinal Chemistry; vol. 21; 14; (2013); p. 4342 – 4350;,
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Some common heterocyclic compound, 924-99-2, name is Ethyl 3-(dimethylamino)acrylate, molecular formula is C7H13NO2, 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: 924-99-2

b) Ethyl 3-dimethylamino-2-(2-fluoro-4acetoxybenzoyl)-2-propenoateA stirred solution of Intermediate 25a (4.91 g) in DCM (80 mL) at 200C was treated with oxalyl chloride (3.25 mL) and DMF (2 drops). After 2 h the clear solution was evaporated and re-evaporated from DCM (2x). The acid chloride was re-dissolved in toluene (100 mL) and treated with triethylamine (5.17 mL) and ethyl 3-dimethylaminopropenoate (4.13 g). After stirring for 2 h at 900C the mixture was filtered and the solution flash chromatographed (silica gel 40 to 100% EtOAc in petroleum ether [b.p. 40-600C]) to give the title compound as a yellow gum (4.3 g); APCI m/z 324.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 924-99-2, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/50940; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 1732-09-8, 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. 1732-09-8, name is Dimethyl octanedioate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Adipinsuredimethylester wurde kontinuierlich in Rieselfahrweise mit Rckfhrung (Verhltnis Zulauf/Rckfhrung = 10/1) bei einer Belastung von 0,5 kg/(l*h), einem Druck von 240 bar und Reaktionstemperaturen von 200 C bzw. 220 C in einem senkrechten Rohrreaktor, der mit 200 ml Katalysator 1 gefllt war, hydriert. Die Versuchsdauer betrug insgesamt 14 Tage. GC-analytisch wurden im Reaktoraustrag bei 200 C bzw. 220’C Esterumstze von 99 % bzw. 100 %, Hexandiol-Anteile von 57 % bzw. 62 % und Methanol-Gehalte von 30 % bzw. 31 % detektiert. Nach Ausbau war der Katalysator noch voll erhalten und wies eine hohe mechanische Stabilitt auf. Seitendruckfestigkeit und Abrieb sind in Tabelle 1 zusammengestellt. Die Versuchsergebnisse sind nochmals in Tabelle 2 zusammengefat.

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 octanedioate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASF AKTIENGESELLSCHAFT; EP1218326; (2004); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 764667-64-3, 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 764667-64-3 as follows.

Under stirring at room temperature, to a 2L three-necked reaction flask equipped with 800mL of acetonitrile,The compound obtained in Example 1 (316.2 g, 1.0 mol, 1 eq)After it is completely dissolved,Add in an ice bath(R) -tert-butylsulfenamide(133.3 g, 1.1 mol, 1.1 eq),After adding the system slowly warmed to room temperature,65 C overnight,TLC detection of the reaction process, the reaction was completed, remove most of the solvent, add water,Dichloromethane extraction, the combined organic phase was dried over anhydrous sodium sulfate,Remove the solvent, methanol and methylene chloride solution to give a white solid,Yield 81%.

According to the analysis of related databases, 764667-64-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Suzhou Aimate Biological Technology Co., Ltd.; Wang Mingzhong; Zhu Mingxin; Su Dao; Liu Junpeng; (14 pag.)CN107501112; (2017); A;,
Ester – Wikipedia,
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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 15224-11-0 as follows. category: esters-buliding-blocks

Step 2: Ethyl 2-((methylsulfonyloxy)methyl)cyclopropanecarboxylate (C-6) To a solution of alcohol C-5 (0.50 g, 3.47 mmol) and triethylamine (1.45 mL, 10.41 mmol) in anhydrous methylene chloride (12.0 mL) at 0 C. was added methanesulfonic anhydride (0.908 g, 5.21 mmol) in one portion. The reaction mixture was then stirred at room temperature for 1 h, diluted with diethyl ether (50 mL) and quenched with an aqueous pH 7 phosphate buffer solution (30 mL). The aqueous layer was extracted with diethyl ether (2*50 mL). The combined organic extracts were then successively washed with an aqueous pH 7 phosphate buffer solution (70 mL) and brine (70 mL), dried over MgSO4, filtered, and concentrated to give ethyl 2-((methylsulfonyloxy)methyl)cyclopropanecarboxylate (C-6) as a colorless oil (0.698 g, 91% yield). This material was immediately placed under argon and dissolved with anhydrous DMF (1.57 mL) to give a 2.0 M stock solution, which was used as such for the next step.

According to the analysis of related databases, 15224-11-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ting, Pauline C.; Aslanian, Robert; Caplen, Mary Ann; Cao, Jianhua; Chan, Tin-Yau; Kim, David; Kim, Hyunjin; Kim, Jae-Hun; Kuang, Rongze; Lee, Joe F.; Schwerdt, John; Wu, Heping; Zorn, Nicolas; US2011/224137; (2011); A1;,
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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. 120-51-4, name is Benzyl benzoate, A new synthetic method of this compound is introduced below., Safety of Benzyl benzoate

General procedure: Carboxylic ester (5.0 mmol), amine (6.5 mmol), and Cp2ZrCl2 (146.7 mg, 0.5 mmol) were suspended in 1.2 mL of anhydrous toluene. The reaction was stirred at 110C for 4-20 h. The solvent was then removed under reduced pressure. The crude product was purified on a Biotage Isolera One using a Biotage SNAP Ultra cartridge (12 g or 25 g, 10-60% EtOAc in n-heptane) to isolate the desired amide.

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; Lenstra, Danny C.; Nguyen, D. Thao; Mecinovi?, Jasmin; Tetrahedron; vol. 71; 34; (2015); p. 5547 – 5553;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 1245643-11-1, 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. 1245643-11-1, name is Methyl 3,4-diamino-5-bromobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Triethylamine (95.4 mL; 660 mmol) was added to a mixture of intermediates la and lb (75 g; 132.47 mmol) (ratio la/lb undetermined) in THF (3 L) at 0C. The reaction mixture was stirred at 0C for 10 min. Then, morpholine (55.8 mL; 634 mmol) and bromo-tris-pyrrolidino-phosphonium hexafluorophosphate (135.2 g; 290 mmol) were added. The reaction mixture was stirred at rt for 12h. The solvent was evaporated and the residue was washed with H20. The solid (yellow) was filtered, washed with ACN, then Et20 and dried under vacuum to give 80 g (85%) of a mixture intermediates 3a and 3b (ratio -4/1 by 1H NMR).

The chemical industry reduces the impact on the environment during synthesis Methyl 3,4-diamino-5-bromobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANGIBAUD, Patrick, Rene; QUEROLLE, Olivier, Alexis, Georges; BERTHELOT, Didier, Jean-Claude; MEYER, Christophe; WILLOT, Matthieu, Philippe, Victor; MEERPOEL, Lieven; JOUSSEAUME, Thierry, Francois, Alain, Jean; (114 pag.)WO2018/178280; (2018); A1;,
Ester – Wikipedia,
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