Tag: M.W=100-200

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 2435-36-1 as follows. Recommanded Product: Dimethyl cyclopentane-1,3-dicarboxylate

Diisopropylamine (210.0g, 201.0mmol), tetrahydrofuran (5.0L) was added to a 10L four-necked flask with mechanical stirring and thermometer. 80.0ml / 2.5M, 200.0mmol), keep -10 -60 and stir for 15min, add hexamethylphosphonic acid triamine (370.0g, 207.0mmol), control temperature -10 -60 , add cyclopentane dropwise -1,3-Dicarboxylic acid methyl ester (150.0g, 80.6mmol), after incubation and stirring for half an hour, dropwise add diiodomethane (210.0g, 80.6mmol), return to room temperature for 20min, dropwise add acetic acid (50ml) to quench After the reaction, 2.0L of 2N hydrochloric acid was added, the liquid was stirred and separated, and the organic phase was collected and concentrated to obtain the crude product, which was distilled under reduced pressure with an oil pump. Fractions around 100 C to 105 C were collected to obtain 95.0g of dicyclohexane [2.1.1] hexane- Dimethyl 1,4-dicarboxylate is a light yellow liquid with a purity of 98% and a yield of 59%.

According to the analysis of related databases, 2435-36-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Suzhou Laikeshide Pharmaceutical Co., Ltd.; Zhou Miao; Yu Jurong; (5 pag.)CN110878019; (2020); A;,
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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. 42726-73-8, name is tert-Butyl methyl malonate, This compound has unique chemical properties. The synthetic route is as follows., name: tert-Butyl methyl malonate

Sodium hydride (3.04 g of a 50percent oil dispersion, 127 mmol) is suspended in dimethylformamide (300 ml) and the suspension is cooled to 0° C. t-Butyl methyl malonate (20.08 g, 115 mmol) is added dropwise slowly and the reaction mixture is warmed to room temperature. 1,7-Dibromoheptane (29.75 g, 115 mmol) is added dropwise and the mixture is stirred for 3 hours. The mixture is partitioned between diethyl ether (500 ml) and water (1000 ml). The organic layer is washed with water (3*500 ml), brine (1*500 ml), dried (MgSO4) and the solvent is evaporated. The product is purified by silica gel chromatography (10percent ethyl acetate/hexane) to give t-butyl methyl 7-bromoheptylmalonate as an oil.

According to the analysis of related databases, 42726-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ciba-Geigy Corporation; US5244889; (1993); A;,
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Adding a certain compound to certain chemical reactions, such as: 35179-98-7, name is Chloromethyl ethyl carbonate, 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 35179-98-7, SDS of cas: 35179-98-7

Compound 7 (500 mg, 0.83 mmol), compound 11 (571.9 mg, 4.14 mmol), potassium carbonate (572.7 mg, 4.14 mmol) and potassium iodide (68.1 mg, 0.41 mmol) were added to the reaction flask, and 10 ml of DMF was added and heated to 60 C reactionThe reaction was completed by TLC, and the temperature was lowered to room temperature, diluted with excess water, extracted with ethyl acetate for 3-4 times, and the organic phases were combined and saturated.Wash with salt water, concentrate,Purification by silica gel column chromatography gave 99 mg of product.Yield: 16.9%.

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Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Zhao Jiuyang; (54 pag.)CN109320553; (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. 36692-49-6, name is Methyl 3,4-diaminobenzoate, A new synthetic method of this compound is introduced below., Product Details of 36692-49-6

General procedure: Substituted 1,2-phenylenediamines (1 mmol) and substituted phenacyl bromides (1 mmol) were dissolved in acetonitrile (5 ml). To this solution, K10-Mont. clay (50 mg) was added and heated at 50 C for 3 h. After completion, the reaction mixture was filtered to remove the catalyst and washed with ethyl acetate (10 mL). The filtrate was concentrated and the residue was purified by column chromatography using hexane:ethyl acetate (15 % ethyl acetate in hexane) as an eluent to afford quinoxaline derivatives in high yields. The recovered catalyst was thoroughly washed with ethyl acetate, air dried, activated at 80 C for 3 h and reused for successive runs. The purified products are characterized by their 1H, 13C NMR as well as by mass spectral data

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; Jeganathan, Mariappan; Dhakshinamoorthy, Amarajothi; Pitchumani, Kasi; Tetrahedron Letters; vol. 55; 9; (2014); p. 1616 – 1620;,
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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;,
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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;,
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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. 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;,
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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. 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;,
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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;,
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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 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