Author: Jessica.F

Reference of 15964-79-1, A common heterocyclic compound, 15964-79-1, name is Methyl 2-(3,4-dimethoxyphenyl)acetate, molecular formula is C11H14O4, 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.

l-(4-Bromovhenyl)-4-(3,4-dimethoxyphenyl)butane-l,3-dione; Sodium hydride (60% dispersion, 3.80 g, 95.1 mmol) was added portionwise to methyl 2-(3,4-dimethoxyphenyl) acetate (10 g, 47.6 mmol) in Et2O (100 ml) at O0C. A solution of 4′-bromoacetophenone (9.48 g, 47.6 mmol) in Et2O (50 ml) was added dropwise over 1 h. The mixture was heated at reflux for 16 h, cooled, poured into ice/HCl (2 M)5 extracted with Et2O (3 x 100 ml), dried (MgSO4) and the solvent removed under reduced pressure. The residue was crystallized from MeOH to give the title compound (9 g, 50 %) as a tan powder.

The synthetic route of 15964-79-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ESSILOR INTERNATIONAL (COMPAGNIE GENERALE D’OPTIQUE); WO2008/29194; (2008); A1;,
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Some common heterocyclic compound, 35120-18-4, name is Ethyl 1-bromocyclobutanecarboxylate, molecular formula is C7H11BrO2, 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. COA of Formula: C7H11BrO2

To the Schlenk sealed reactor was added p-methoxystyrene (0.2 mmol) of formula I-1, formula II-1N,N-dimethylaniline (2 equivalents), compound of formula III-4 (2 equivalents), CuCl (10 mol%), [Ru(bipy)3]Cl2·6H2O (2 mol%), K2CO3 (2 equivalents) and MeCN (1 mL), then protected with argon at room temperature and 3W blueLED light source reacts under light conditions. After monitoring the reaction by TLC or GC-MS, the solvent is distilled off under reduced pressure, and then the residue is removed.The residue was subjected to column chromatography (yield: n-hexane / ethyl acetate) to afford the desired product of formula IV-4. Yield 42%; colorless oilLiquid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 35120-18-4, its application will become more common.

Reference:
Patent; Nanchang Hangkong University; Song Renjie; Yong Xin; Li Jinheng; (21 pag.)CN108675935; (2018); A;,
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Application of 139102-34-4, 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. 139102-34-4, name is Methyl 4-bromo-2-methoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under the protection of nitrogen,Compound 49E (150 mg, 0.66 mmol),Methyl 4-bromo-2-methoxybenzoate (168 mg, 0.69 mmol),Palladium acetate (15 mg, 0.066 mmol), BINAP (42 mg, 0.066 mmol),Barium carbonate (324mg, 0.99mmol)The 1,4-dioxane solution was heated to 110 C for 4 hours and then lowered to room temperature.The reaction was quenched with EtOAc (EtOAc)EtOAc.The compound was quenched under reduced pressure to give compound 49F (90 mg, 35% 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, Methyl 4-bromo-2-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Chen Huanming; Liang Bo; Cao Wenjie; Zhang Guiping; Zhao Zhongqiang; Jiang Zhaojian; Zuo Gaolei; Xu Wanmei; Gong Hongju; Zhang Peng; Wang Jianghuai; Li Qingsong; Gao Chunhua; (79 pag.)CN104045552; (2019); B;,
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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. 584-74-7, name is Ethyl 2-fluorophenylacetate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 584-74-7

Add 16.82 g of ethyl 2-fluorophenylacetate to the three-necked flask and add 100 ml of N,N-dimethylformamide.Stir and dissolve at room temperature, add 0.14 mol of pyridine, and slowly add 9.65 g of cyclopropanecarbonyl chloride at room temperature.After the drop is warmed to 30C, the reaction is stirred for 8 hours, and it is reduced to room temperature and filtered.Slowly add 1ml/L of a mixture of sulfuric acid and acetic acid to the filtrate and add 280ml.After the reaction was completed, the extraction procedure was the same as in Example 1 to obtain 16.30 g of compound (III) in a yield of 91.4%.

According to the analysis of related databases, 584-74-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong New Age Pharmaceutical Co., Ltd.; Zhao Zhiquan; Bai Wenqin; Sun Dexin; (6 pag.)CN104418718; (2018); B;,
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Adding a certain compound to certain chemical reactions, such as: 110104-60-4, name is (E)-Methyl 4-chloro-3-methoxybut-2-enoate, 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 110104-60-4, Quality Control of (E)-Methyl 4-chloro-3-methoxybut-2-enoate

Genera procedure: To a solution of the corresponding alkyl amine (1.2 equiv) in THF (2.0 M) was added simultaneously a solution of (E)-4-chloro-3-methoxy-but-2-enoic acid methyl ester (1 equiv) in acetonitrile (1.5 M) and a solution of triethylamine (1 equiv) in acetonitrile (3.6 M) over 30 min at room temperature. After stirring overnight at room temperature or 3 h at 55 C, the resulting precipitate in the reaction mixture was removed by filtration. The mother liquor was concentrated and purified by flash chromatography on silica gel eluting with a gradient of 20-100% ethyl acetate in hexanes to afford the title compound in greater than 75% 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, (E)-Methyl 4-chloro-3-methoxybut-2-enoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Alhambra, Cristobal; Becker, Chris; Blake, Timothy; Chang, Amy; Damewood Jr., James R.; Daniels, Thalia; Dembofsky, Bruce T.; Gurley, David A.; Hall, James E.; Herzog, Keith J.; Horchler, Carey L.; Ohnmacht, Cyrus J.; Schmiesing, Richard Jon; Dudley, Adam; Ribadeneira, Maria D.; Knappenberger, Katherine S.; MacIag, Carla; Stein, Mark M.; Chopra, Maninder; Liu, Xiaodong F.; Christian, Edward P.; Arriza, Jeffrey L.; Chapdelaine, Marc J.; Bioorganic and Medicinal Chemistry; vol. 19; 9; (2011); p. 2927 – 2938;,
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Synthetic Route of 6942-37-6,Some common heterocyclic compound, 6942-37-6, name is Methyl 5-amino-2-bromobenzoate, molecular formula is C8H8BrNO2, 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.

Into a solution of the aniline compound (1O g = 43.48 mmol) and triethylamine (TEA. 11.53 ml. = 86.96 mmol) in 100 ml. of toluene, 1 ,4-dibromobutane (10.39 ml. = 86.96 mmol) was added. The reaction mixture was heated to 100 0C for 5 h. The resulting reaction mixture was concentrated, re-diluted with ethyl acetate, washed with saturated NaHCOs aqueous solution and NaCI aqueous solution, dried over MgSO4, then filtered and concentrated. The residue was chromatographed over a 120 g silica column, eluting with 20 % ethyl acetate in hexane to provide 7.1 g of the product 2-(4-pyrrolidin-1-yl-2-methylhydroxy- phenyl)-4,5,6-tetrahydro-thiazolo[4,5-c]pyridin-7-ol as a light yellow solid, MS: m/z 284.1 , 286.1 (M+H).

The synthetic route of 6942-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; WO2009/120849; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 606-45-1, name is Methyl 2-methoxybenzoate, 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. Computed Properties of C9H10O3

General procedure: A mixture of arene (0.5 mmol), I2O5 (334 mg, 1.0 mmol), and KBr (148 mg, 1.25 mmol) was dissolved in 2mL of H2O. The reaction was complete after stirring for the indicated time at room temperature. The mixture was extracted by ethyl acetate and concentrated under reduced pressure, and the mixture was purified by flash column chromatography (silica gel) to afford the desired product.

The synthetic route of Methyl 2-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hou, Jieping; Li, Zejiang; Jia, Xiao-Dong; Liu, Zhong-Quan; Synthetic Communications; vol. 44; 2; (2014); p. 181 – 187;,
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Ester – an overview | ScienceDirect Topics

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. 27829-72-7, name is Ethyl E-hex-2-enoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Ethyl E-hex-2-enoate

To a stirred solution of l-l,2-benzisoxazol-3-ylmethyl-l,3-dihydro-benzimidazol-2-one (lOOmg, 0.38mmol) in DMF (5ml) was added ethyl trans-2-hexenoate (80mg, 0.57mmol) followed by benzyltrimethylammonium hydroxide (Triton B, 40 wtpercent in MeOH, 17.OuI). The resulting mixture was warmed to 6O0C for 12h and cooled to ambient temperature. The reaction was diluted with NH4Cl (sat.) and the product was extracted into ethyl acetate (2x). The combined organics were dried (MgSO4), filtered and concentrated to give the crude product which was purified via column chromatography (silica gel, 5percent EtOAc/dichloromethane). The product- containing fractions were combined and concentrated to give 70mg (46percent) of the desired product.

The synthetic route of 27829-72-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/147697; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 46064-79-3, name is Methyl 3-amino-4-bromobenzoate, 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 46064-79-3, Safety of Methyl 3-amino-4-bromobenzoate

Methyl 3-amino-4-bromobenzoate (4 g, 17.39 mmol), (3-fluoropyridin-4- yl)boronic acid (5.5 g, 39.0 mmol), dioxane (10 mL), water (2 mL) and potassium carbonate (8.41 g, 60.9 mmol) were taken in a dried two neck RB (25mL) and purged with nitrogen for 10 minutes. To this mixture was added PdCi2(dppf) (1.27 g, 1.74 mmol) at 50 C. The mixture was flushed with nitrogen and heated at 80 C for 8 h. The reaction mixture was cooled to room temperature, then was diluted with the DCM. The organic phase was washed with the water, dried over sodium sulphate. The crude compound was purified by silica gel chromatography (ethyl acetate/petroleum ether, (30-65%) to afford 2.9 g (68%) of the title compound. LC-MS (ESI) m/z: 241.0 [M+H]+; XH NMR (400 MHz, chloroform-d) delta ppm 8.60 (d, J=1.57 Hz, 1 H) 8.52 (dd, J=4.86, 1.10 Hz, 1H) 7.48 – 7.52 (m, 2 H) 7.35 – 7.39 (m, 1H) 7.19 (d, J=7.78 Hz, 1H) 3.93 (s, 3 H) 3.79 – 3.84 (m, 2 H).

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; BRISTOL-MYERS SQUIBB COMPANY; QUAN, Mimi L.; HU, Zilun; WANG, Cailan; WO2015/2926; (2015); A1;,
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Ester – an overview | ScienceDirect Topics

Electric Literature of 21905-56-6, 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. 21905-56-6, name is Methyl 2-phenoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2 2-Phenoxybenzylalcohol A 1.0 M solution of lithium aluminum hydride in THF (25 ml, 25 mmol) was added to a solution of crude 2-phenoxybenzoic acid methyl ester (5.23 g, 22.9 mmol) in THF. The reaction mixture was stirred for 2.5 hours at room temperature. Methanol (10 ml) was added carefully. THF (50 ml) was added. Magnesium sulphate was added. The solids were filtered off. The solvent was removed in vacuo. The crude product was purified by flash chromatography on silica (90 g), using ethyl acetate/heptane (1:1) as eluent, to give 4.08 g of 2-phenoxybenzylalcohol. 1H NMR (CDCl3) delta 4.70 (m, 2 H); 6.85 (d, 1 H); 6.97 (d, 2 H); 7.10 (m, 2 H); 7.25 (t, 1 H); 7.35 (t, 2 H); 7.45 (d, 1 H).

The synthetic route of Methyl 2-phenoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Andersen, Knud Erik; Dorwald, Florencio Zaragoza; Peschke, Bernd; US2001/49385; (2001); A1;,
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Ester – an overview | ScienceDirect Topics