Month: May 2021

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. 87661-20-9, name is tert-Butyl cyclopropanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C8H14O2

Example 71 (2S)-1-{1-[2-(4-Fluoro-3-methyl-phenyl)-5-methyl-oxazol-4-ylmethyl]-cyclopropylamino}-acetyl)-pyrrolidine-2-carbonitrile The title compound was prepared in analogy to example 60, steps A] to C] starting from 4-chloromethyl-5-methyl-2-(4-fluoro-3-methyl-phenyl)-oxazole and tert.butyl cyclopropanecarboxylate. The starting material could be prepared from 4-fluoro-3-methylbenzaldehyde and 2,3-butanedione oxime as described for benzaldehyde in Chem. Pharm. Bull. 1971, 19, 2050-2057. The title compound was obtained as a white gum. MS (ISP): 397.3 (MH+).

The synthetic route of 87661-20-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer, Markus; Hunziker, Daniel; Kuehne, Holger; Loeffler, Bernd M.; Sarabu, Ramakanth; Wessel, Hans P.; US2003/130281; (2003); A1;,
Ester – Wikipedia,
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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. 106-32-1, name is Ethyl octanoate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Ethyl octanoate

To the 1000 mL four-necked flask was added hydroxylamine hydrochloride(48.7 g, 0.70 mol, 1.4 eq), water (50 g),Ethanol (200 g, 2.3X), stirred at room temperature until hydroxylamine hydrochloride was dissolved,Then joinEthyl octanoate(86.7 g, 0.5 mol, 1.0 eq), Stirred at room temperature to form a two-phase system, and then cooled to 5 ~ 10 ,Slowly add 40% KOH (168 g, 1.2 mol, 2.4 eq), Dripping finished, and then heated to 50 ~ 55 , insulation reaction 3 h,GC in the control of n-octanoic acid ethyl ester raw materials disappeared, stop the reaction,Cooled to 5-10 C, concentrated hydrochloric acid (90 mL) was added slowly,Adjust the pH = 6.4 ~ 6.7, precipitate a large number of white solid, filter,Dried at 50 for 8 h, the crude product was recrystallized from benzene,A white flocculent solid was 78.8 g, yield 91.1%

According to the analysis of related databases, 106-32-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Changzhou Tianhua Pharmaceutical Co., Ltd.; Li Guangwen; (7 pag.)CN106966925; (2017); A;,
Ester – Wikipedia,
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Synthetic Route of 88709-17-5, 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. 88709-17-5 name is Ethyl 2-ethoxy-4-methylbenzoate, 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.

The reaction kettle was charged with ethyl 4-methyl-2-ethoxybenzoate (2.08 g, 10 mmol), isopropanol (100 mL, 1.33 mol), 30% hydrogen peroxide (13.6 mL, 12 mmol), and copper fluoride (24.9 mg, 0.3 mmol), bis- (diphenylphosphine) ethylamine (132.9 mg, 0.3 mmol), charged with 2.0 MPa of CO, heated to reflux, and stirred for 10 hours. After cooling to room temperature, a 2 mol / L potassium hydroxide aqueous solution (30 mL) was added to the reaction solution after depressurization, and the reaction was stirred at 40 C for 6 hours. Then, cyclohexane (50 mL × 3) was added to wash the reaction solution. The reaction solution was neutralized with hydrochloric acid to a pH of 7 , Concentrated under reduced pressure to about 50 mL, acidified with hydrochloric acid to pH 3, a yellow solid precipitated, filtered, and the residue was recrystallized from toluene-petroleum ether to obtain a white solid intermediate (I) (1.87 g, yield: 74.1%).

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

Reference:
Patent; Hangzhou China-USA East China Pharmaceutical Co., Ltd.; Yu Rui; Hong Xuming; Zheng Min; Shao Qingling; (8 pag.)CN110483292; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 29006-01-7, name is Methyl 4-methoxybutanoate, 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 29006-01-7, Quality Control of Methyl 4-methoxybutanoate

26 6-Bromo-3-(3-methoxypropyl)-[1,2,4]triazolo[4,3-a]pyridine; A mixture of 18. 80 g of (5-bromopyridin-2-yl) hydrazine (77992-44-0] and 14. 54 g of methyl 4-methoxybutyrate [29006-01-7] is heated to reflux over 16 hours. The reaction solution is subsequently cooled and purified by means of flash chromatography (SiO2 60F). The title compound is identified on the basis of the Rf value

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; SPEEDEL EXPERIMENTA AG; WO2005/90304; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 2318-25-4 as follows. category: esters-buliding-blocks

Preparation Example A-12. 2-(2-Cyanoethyl)-3,3-diaminopropenoic acid ethyl ester (1-Ethoxyformimidoyl) 1-acetic acid ethyl ester hydrochloride (50g, 0.26mol) was suspended in an ammonia-ethanol solution (300mL; prepared by saturating ethanol with ammonia gas at room temperature), which was then stirred at room temperature for 4 hours. After the reaction was completed, the precipitated salt was removed by filtration, and the filtrate was concentrated in vacuo at room temperature to reach 1/3 of the amount. Hydrochloric acid-methanol (130mL; hydrochloric acid content:7.5percent) was added to this filtrate, the solution was then concentrated under a reduced pressure to obtain 3,3-diamino-acrylic acid ethyl ester hydrochloride (40g, 0.24mol, 92percent) as a solid. The resulting 3,3-diamino-acrylic acid ethyl ester hydrochloride (2.2g, 13.2mmol) was suspended in tetrahydrofuran (40mL), triethylamine (2mL, 14.3mmol) and acrylonitrile (1.2mL, 19.3mmol) were added thereto, and the solution was refluxed for 6 hours. After the reaction was completed, the resulting triethylamine hydrochloride was filtered, and the filtrate was concentrated to obtain the title compound (0.6g, 3.3mmol, 25percent). 1H-NMR Spectrum (CDCl3) delta (ppm) :1.26 (3H, t, J=7.2Hz), 2.42-2.49 (2H, m), 2.50-2.57 (2H, m), 4.12 (2H, q, J=7.2Hz), 4.22 (2H, brs), 6.45 (2H, brs).

According to the analysis of related databases, 2318-25-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP1782811; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 14062-18-1, 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. 14062-18-1, name is Ethyl 2-(4-methoxyphenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 55%NaH(3.29 g, 75.5mmol) was added to dried 1,4-dioxane (20 mL). After vigorously stirring at 30C under N2protection, compound 5 and substituted phenyl ethyl acetates (25.2mmol)were added slowly for 24 hours. After reaction, ethanol was dropped slowly in the mixture until no bubbles are produced. The crude mixture was evaporated invacuo. The residue was stirred vigorously in a biphasic mixture of water (200 mL) andEtOAc(300 mL) at 60C for 0.5 hour. After cooling to room temperature, the organic phase was dried over MgSO4and concentrated invacuo. Finally, the residual solid was recrystallized fromEtOActo afford the target compound6.

The chemical industry reduces the impact on the environment during synthesis Ethyl 2-(4-methoxyphenyl)acetate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Huang, Xian-Feng; Cao, Yi-Jing; Zhen, Jing; Zhang, Da-Wei; Kong, Ren; Jiang, Wen-Tao; Xu, Ying; Song, Guo-Qiang; Ke, Heng-Ming; Liu, Li; Bioorganic and Medicinal Chemistry Letters; vol. 29; 3; (2019); p. 481 – 486;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 33993-24-7, name is Cyclopropanecarboxylic anhydride, A new synthetic method of this compound is introduced below., Safety of Cyclopropanecarboxylic anhydride

Example 9 (diastereomeric mixture)To a solution of example 9a (0.055 g, 0.12 mmol) in dry ACN (2 mL), dicyclopropyl anhydride (0.075 g, 90% content, 0.44 mmol, prepared as described in J. Org. Chem., 67, 5226-5231; 2002) and dry TEA (0.088 mL, 0.62 mmol) are added and the mixture heated under microwaves irradation (100C) for 50 min and then heated at 150C for additional 30 min. Solvents evaporated, crude purified by flash cromatography (cycloheane/EtOAc from 50:50 to 20:80) to obtain the title compound (0.033 g, 54%).HPLC-MS (Method 6): Rt = 10.80 minMS (ESI pos): m/z = 486 (M+H)+ The diastereoisomers of the title compound are separated by HPLC using a chiral stationary phase.Method for separation:HPLC apparatus type: Agilent 1100; column: Daicel chiralpack AS-H, 5.0 muiotaeta, 250 mm x 20 mm; method: eluent hexane/EtOH 70:30; flow rate: 15 mL/min, Temperature: 25C; UV Detection: 230 nm Example of separation by chiral HPLC:Sumitted to separation: 200 mg of Example 9Obtained: 84 mg of Diastereoisomer 1 (Exp. 10) and 78 mg of Diastereoisomer 2 (Exp.11)Example Chiral HPLC HPLC-MS (Method 5): MS (APCI pos):Rt [min] Rt [min] m/z

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; BERTANI, Barbara; FERRARA, Marco; LINGARD, Iain; MAZZAFERRO, Rocco; ROSENBROCK, Holger; WO2013/17657; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 6933-47-7, name is Methyl 4-amino-2-methylbenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 6933-47-7

Step (viii): Methyl 4-(3-chloro-4-ethoxy-5-isopropoxybenzamido)-2-methylbenzoate. A suspension of 217 3-chloro-4-ethoxy 5-isopropoxybenzoic acid (48: R2=iPr, R3=Et) (2.82g, 10.9mmol) and 145 methyl 4-amino-2-methylbenzoate (38: R1=Me) (2.16g, 13.1mmol) in 45 ethyl acetate (33mL) was treated with 46 triethylamine (4.56mL, 32.7mmol) followed by 44 T3P (50wt% in ethyl acetate) (17.34mL, 27.3mmol) and the mixture was heated at 60C for 4h and allowed to cool to room temperature for 16h. The reaction mixture was stirred vigorously with an aqueous solution of 218 sodium hydrogencarbonate (50mL) for 10min and separated. The aqueous layer was extracted with dichloromethane (3×100mL) and the combined organic phases were dried (magnesium sulfate), filtered concentrated in vacuo and the residue purified by silica gel chromatography (40g, 0:50:50 to 20:40:40 ethyl acetate:120 dichloromethane:isohexane) to produce 219 methyl 4-(3-chloro-4-ethoxy-5-isopropoxybenzamido)-2-methylbenzoate as a beige solid (3.24g, 70% yield). 1H NMR (400MHz, CDCl3) delta 8.0 (1H, d, J=8.4Hz), 7.8 (1H, s), 7.59-7.50 (2H, m), 7.43-7.36 (2H, m), 4.69-4.73 (1H, m), 4.18 (2H, q, J=7.1Hz), 3.92 (3H, s), 2.6 (3H, s), 1.46-1.37 (9H, m). m/z 406 [M+H]+ (ES+), 404 [M-H]- (ES-).

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; Clarke, Earl; Jarvis, Christopher I.; Goncalves, Maria B.; Kalindjian, S. Barret; Adams, David R.; Brown, Jane T.; Shiers, Jason J.; Taddei, David M.A.; Ravier, Elodie; Barlow, Stephanie; Miller, Iain; Smith, Vanessa; Borthwick, Alan D.; Corcoran, Jonathan P.T.; Bioorganic and Medicinal Chemistry; vol. 26; 4; (2018); p. 798 – 814;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 73792-08-2, name is Methyl 4-amino-2-fluorobenzoate, 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 73792-08-2, COA of Formula: C8H8FNO2

A suspension of 5,6,7,7a,8,9,10, 11-octahydro-4H-2-benzo[ef]heptalenecarboxylic acid (0.090 g) in anhydrous benzene (3 ml) was added with thionyl chloride (1 ml), and the mixture was refluxed by heating for 3 hours. The reaction mixture was concentrated under reduced pressure, the resulting residue was dissolved in anhydrous benzene (2 ml) and pyridine (5 ml), the solution was added with methyl 2-fluoro-4-aminobenzoate (0.075 g) and 4-dimethylaminopyridine (one pellet), and the mixture was stirred overnight. The reaction mixture was added with 2 N aqueous hydrochloric acid and thereby made acidic, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water, 10% aqueous sodium carbonate, and saturated brine, and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (developing solvent: ethyl acetate:n-hexane = 1:10) to obtain methyl 2-fluoro-4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptaleny)carboxamido]benzoate (0.052 g, yield: 36%). 1H-NMR (400MHz, CDCl3): delta 1.51-1.71 (6H, m), 1.79-1.95 (6H, m), 2.91 (4H, t, J=5.7 Hz), 3.26-3.32 (1H, m), 3.92 (3H, s), 7.31 (1H, dd, J=8.4, 2.1 Hz), 7.41 (2H, s), 7.77 (1H, dd, J=12.9, 2.1 Hz), 7.94 (1H, br-s), 7.95 (1H, t, J=8.4 Hz)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Research Foundation Itsuu Laboratory; EP2189443; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 37746-78-4, 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. 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 4-hydroxy-3,5-dimethylbenzaldehyde(13a)(1.5 g, 10 mmol) and ethyl4-bromobutanoate (1.95g, 10mmol) were dissolved in acetonitrile (100 mL) andtreated with K2CO3 (5.52g, 40mmol). The reaction mixturewas stirred at 80 C for 24 h.Water was added to thereaction,and the aqueouslayer was extracted with EA (3 × 20 mL). The organic layers were combined,washed with water (3 × 25 mL),dried over anhydrous Na2SO4,and concentrated in vacuo to give compound 14aa(1.87g,71%).

The chemical industry reduces the impact on the environment during synthesis (E)-Ethyl 4-bromobut-2-enoate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Shao, Mingfeng; He, Linhong; Zheng, Li; Huang, Lingxiao; Zhou, Yuanyuan; Wang, Taijing; Chen, Yong; Shen, Mingsheng; Wang, Fang; Yang, Zhuang; Chen, Lijuan; Bioorganic and Medicinal Chemistry Letters; vol. 27; 17; (2017); p. 4051 – 4055;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics