Month: August 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. 15568-85-1, name is 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione, A new synthetic method of this compound is introduced below., Recommanded Product: 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

5 g (38.8 mmol)2-chloro-5-aminopyridine and7.28 (38.8 mmol)5- (methoxymeth) -2,2-dimethyl-1,3-dioxo-4,6-dione was suspended in100mLIsopropanol,Heated to reflux for 2 hours. TLC detection, after the end of the reactionDry solvent to obtain product l0.5g, light yellowish solid, yield 95.8%

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; Beijing Foreland Pharma Co., Ltd; Zhang, Xingmin; Wang, Ensi; Niu, Shengxiu; Guo, Jing; Dai, Zhuolin; Zheng, Nan; Ji, Qi; Li, Qinyan; Liang, Tie; (109 pag.)CN104411706; (2016); B;,
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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. 17100-63-9, name is Methyl 4-bromo-3-methoxybenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: 17100-63-9

Step C. 2-Methoxy-2′-methyl-1,1′-biphenyl-4-carboxylic acid methyl ester; A solution consisting of toluene (100 mL), ethanol (50 mL), and water (50 mL), was sparged with dry nitrogen gas for 45 minutes. To the solvent mixture was added 4-bromo-3-methoxybenzoic acid methyl ester of Step B (26.5 mmol), o-tolylboronic acid (29.1 mmol), and sodium carbonate (112.5 mmol). The mixture was sparged with nitrogen gas for an additional ten minutes. Tetrakis(triphenylphosphine)palladium(0) (1 mmol) was added to the mixture which was then heated at 105 C. for 6 hours. The mixture was cooled and the phases separated. The organic phase was washed three times with a sequence of saturated aqueous sodium carbonate, and brine. The organics were dried over anhydrous sodium sulfate, and evaporated to an oil. Chromatography on silica gel using dichloromethane and hexane (3:1) provided the title compound as a clear oil (6.7g, 99%).

The synthetic route of 17100-63-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; US2006/287522; (2006); 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. 32122-09-1, name is Ethyl 2-(benzyloxy)acetate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C11H14O3

Sodium (7.13 g, 0.31 mol) was added to 500 mL of toluene. Then ethyl formate (22.9 g, 0.31 mol) and Compound 10b (60 g, 0.31 mol) were added dropwise to the above solution at a temperature of below 30 C. The reaction mixture was stirred at room temperature overnight. The solvent was concentrated, and the resulting residue was dissolved in 300 mL of ethanol, and then guanidine hydrochloride (29.45 g, 0.31 mol) was added thereto. The reaction was heated to reflux overnight. The solvent was concentrated and 100 mL of water was added to the residue, which was adjusted with 1N HCl to pH=2. The insoluble solid was collected and dried to obtain Compound 10c (30 g, Yield 44%). MS [M+1]+ 219.1.

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 32122-09-1.

Reference:
Patent; ZHEJIANG HISUN PHARMACEUTICAL CO., LTD.; Ding, Yili; Yang, Xuan; Yan, Qingyan; Bai, Hua; Cai, Lifeng; Smith, Kenneth; Chai, Jian; US2014/378488; (2014); A1;,
Ester – Wikipedia,
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Application of 20330-90-9,Some common heterocyclic compound, 20330-90-9, name is Dimethyl 5-chloroisophthalate, molecular formula is C10H9ClO4, 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.

5-Chloro isophthalic acid monomethyl ester:; To a solution of 4.92 g (21.5 mmol) dimethyl 5-chloro isophthalat in a mixture of 30 ml methanol and 20 ml tetrahydrofuran are added 1.09 g (19.4 mmol) potassium hydroxide in small portions. The mixture is heated to reflux for 6 hours and 2 days at room temperature. The solvents are removed at reduced pressure. The residue is dissolved in a mixture of water and dichloromethane. The organic layer is acidified with 2M hydrochloric acid to pH 1. The precipitate is filtered off and dried at 40 0C at reduced pressure. 3.08 g of the title compound are obtained as a colorless solid (M-H+ = 213.0).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Dimethyl 5-chloroisophthalate, its application will become more common.

Reference:
Patent; ALTANA PHARMA AG; WO2006/79645; (2006); A1;,
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 57381-62-1 as follows. SDS of cas: 57381-62-1

2-bromo-4-chloro-benzoic acid methyl ester (12.4 g, 50 mmol) in toluene (200 ml) was cooled to -70 ° C and trifluoroMethyltrimethylsilane (13 ml, 70 mmol). Tetrabutylammonium fluoride (IM, 2.5 ml) was added dropwise and the mixture was allowed to stand for 4 hoursHeated to room temperature, followed by stirring at room temperature for 10 hours. The reaction mixture was concentrated to give crude [l- (2-bromo-4-chloro-phenyl) -2,2,2-trifluoro-1-methoxy-ethoxy] -trimethyl-silane. The crude intermediate was dissolved in methanol (100 ml) and added6N HCl (100 ml). The mixture was maintained at 45-50 & lt; 0 & gt; C for 12 hours. The methanol was removed and the crude product was extracted with dichloromethane (200 ml)Extract. The combined DCM layers were washed with water (50 ml), NaHCO3 (50 ml), brine (50 ml) and dried over sodium sulfate. Removal of dissolvedThe crude product was purified by ISCO column chromatography using 1-2percent ethyl acetate in hexanes as solventTo give 1- (2-bromo-4-chloro-phenyl) -2,2,2-trifluoro-ethanone (10 g, 70percent).

According to the analysis of related databases, 57381-62-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Laixiken Pharmaceutical Co., Ltd.; A Luojiyasami·dewasajiayalayi; Jin Haihong; Shi Zhicai; A Xiaoke·tunuli; Wang Ying; Zhang Chengmin; (63 pag.)CN104045626; (2017); B;,
Ester – Wikipedia,
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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. 17100-63-9, name is Methyl 4-bromo-3-methoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C9H9BrO3

To a stirred solution of methyl 4-bromo-3-methoxybenzoate (11.2 g) in THF (130 ml_), methanol (45 mL) and water (45 mL) was added a 1 M solution of lithium hydroxide in water (140 mL). The mixture was stirred at room temperature for 1 h. The solvent was removed in vacuum. Water was added and 1 N hydrochloric acid was added with ice bath cooling until pH 4 was reached. The precipitated solid was collected by filtration, washed with water and dried in vacuum to give 10.1 g of the title compound, that was used without further purification.1H-NMR (300MHz, DMSO-d6): delta [ppm] = 3.87 (s, 3H), 7.42 (dd, 1 H), 7.50 (d, 1 H), 7.68 (d, 1 H), 13.21 (br. s., 1 H).

The synthetic route of 17100-63-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker K.; SCHALL, Andreas; BRIEM, Hans; WENGNER, Antje Margret; SIEMEISTER, Gerhard; STOeCKIGT, Detlef; LIENAU, Philip; WO2014/195276; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 85953-29-3,Some common heterocyclic compound, 85953-29-3, name is Methyl 2-chloro-4-fluorobenzoate, molecular formula is C8H6ClFO2, 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.

20.85 g of methyl 2-chloro-4-fluorobenzoate were dissolved in 150 ml of N-methylpyrrolidone, 30.68 g of potassium carbonate and 9.38 ml of 3-methylpyrazole were added thereto, and the mixture was stirred at 120 C for 3 hours.. Additionally, thereto was added 1.79 ml of 3-methylpyrazole, and the mixture was stirred at 120 C for 3 hours.. The reaction solution was cooled, mixed with water, and extracted with EtOAc. The organic layer was washed with water and brine, and then dried over magnesium sulfate.. The solvent was evaporated, and then the residue was purified by silica gel column chromatography (hexane-EtOAc (20:1)) to obtain 9.25 g of methyl 2-chloro-4-(3-metyl-1H-pyrazol-1-yl)benzoate.

The synthetic route of 85953-29-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1445253; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 816-27-3, name is Ethyl 2-ethoxy-2-iminoacetate, 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 816-27-3, category: esters-buliding-blocks

To 2-phenylacetohydrazide (39.5 g, 263 mmol) in ethanol (150 mL) was added ethyl 2- ethoxy-2-iminoacetate (39.5 g, 272 mmol) and diethyl ether (200 mL). The reaction mixture was stirred for 10 min and solid formed. The reaction mixture was stirred for 5 hours and diethyl ether (50 mL) was added. The resulting mixture was stirred for 17 hours The solid was filtered, rinsed with diethyl ether, and dried to give ethyl 2-amino-2-(2-(2- phenylacetyl)hydrazono)acetate as a white solid (59 g, 85 % yield). The filtrate sat for 5 days and additional white solid precipitated out. The solid was filtered and dried to give 2-amino-2-(2-(2-phenylacetyl)hydrazono)acetate as a white solid (4.8 g) (92% total yield). MS ES+ m/z 250.1 [M+H]+; NMR (400 MHz, DMSO-d6) delta 9.95 (d, J=17.18 Hz, 1H), 7.13-7.37 (m, 5H), 6.50 (d, 2H), 4.24 (dq, J=7.07, 10.86 Hz, 2H), 3.86 (s, 1H), 3.50 (s, 1H), 1.27 (dt, J=7.07, 17.43 Hz, 3H).

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

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ANBARI, Jill Marinis; BERTIN, John J.; JEONG, Jae U.; (139 pag.)WO2018/154520; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 178312-47-5, A common heterocyclic compound, 178312-47-5, name is Ethyl 4,4-difluorocyclohexanecarboxylate, molecular formula is C9H14F2O2, 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.

Example 1; 4,4-Difluorocyclohexanecarboxamide A suspension of ethyl 4,4-difluorocyclohexanecarboxylate (2500 mg, 13 mmol) in ammonium hydroxide (28%, 50 ml) was stirred at 60 C. overnight. After removal of solvent, the residue was washed with water. The precipitate was obtained as product (white solid, 800 mg). 1H NMR (300 MHz, CDCl3): delta 5.31-5.45 (br, 2H), 2.02-2.27 (m, 3H), 1.92-2.02 (m, 2H), 1.72-1.87 (m, 4H). The mother liquor was acidified with 1N HCl to pH<1. The compound was extracted with EtOAc. The organic layer was washed with water, brine, dried over anhydrous sodium sulphate, filtered, condensed. 4,4-difluorocyclohexanecarboxylic acid was obtained as a 1200 mg of white solid which was further converted to 4,4-difluorocyclohexanecarboxamide by following procedure. The synthetic route of 178312-47-5 has been constantly updated, and we look forward to future research findings. Reference:
Patent; AstraZeneca AB; US2009/111830; (2009); 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. 5941-55-9, name is Ethyl (E)-3-Ethoxyacrylate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Ethyl (E)-3-Ethoxyacrylate

To a mixture of 19 (3.7 g, 21.9 mmol) and (E)-ethyl 3-ethoxyacrylate (4.7 g, 32.8 mmol) in DMF (76 mL) was added Cs2CO3 (10.7 g, 32.8 mmol) and the reaction was heated at 110 C for 15 hours. After cooling to ambient temperature, the solvent was removed in vacuo and the residue was washed with acetic acid to pH 4 and extracted with EA (100 ml) for three times. The extract was dried over Na2SO4. The crude product was purified by flash chromatography to afford the title compound (2.2 g, 45.9 %). 1H NMR (400 MHz, CDCl3) delta 9.56 (br, 1H), 8.01 (d, J = 8.0 Hz, 1H), 6.08 (d, J = 8.0 Hz, 1H), 4.37 (q, J = 7.2 Hz, 2H), 2.50 (s, 1H), 1.39 (t, J = 7.2 Hz, 3H). MS (ESI) m/z 222 [M+H]+.

According to the analysis of related databases, 5941-55-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lu, Xiaoyun; Tang, Jian; Liu, Zhiyong; Li, Minke; Zhang, Tianyu; Zhang, Xiantao; Ding, Ke; Bioorganic and Medicinal Chemistry Letters; vol. 26; 24; (2016); p. 5916 – 5919;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics