Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 139102-34-4, name is Methyl 4-bromo-2-methoxybenzoate, 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 139102-34-4, Recommanded Product: Methyl 4-bromo-2-methoxybenzoate

To a degassed solution of methyl 4-bromo-2-methoxybenzoate (0.70 g, 2.86 mmol) in 1,4-dioxane (10 mL) and MeOH (2.5 mL) at room temperature under nitrogen blanketing is added 4-chlorophenyl boronic acid (0.536 g, 3.43 mmol), Pd(dppf)Cl2 (0.233 g, 0.286 mmol) and K3PO4 (0.728 g, 3.43 mmol). The resulting suspension is heated to 80 C. and stirred for 3 hours after which the reaction is cooled to room temperature and filtered through Celite. The collected solids are washed with additional MeOH and the filtrate concentrated under reduced pressure. The crude material is purified over silica (hexanes:EtOAc gradient 6:1 to 4:1) to afford 0.614 g (78% yield) of the desired product as orange crystals. 1H NMR (400 MHz, CDCl3) delta ppm 7.89 (1H, d, J=8.0 Hz), 7.52-7.56 (2H, m), 7.44 (2H, d, J=8.7 Hz), 7.17 (1H, d, J=8.0 Hz), 7.12 (1H, d, J=1.6 Hz), 3.99 (3H, s), 3.92 (3H, s). HPLC-MS: m/z 277 [M+H]+

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

Reference:
Patent; The Procter & Gamble Company; US2007/299086; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 5445-17-0, 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. 5445-17-0, name is Methyl 2-bromopropanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Under N2 atmosphere, a solution of complex 1 (68.7 mg, 5 mol%) in THF (3.0 mL), zinc dust (80 mg, 1.2 mmol), diphenyl disulfide (109 mg, 0.5 mmol), and ethyl 2-bromoacetate (184 mg, 1.1 mmol) were added. Then the mixture was stirred for 2 h at room temperature, monitored by thin-layer chromatography (TLC). The resulting reaction mixture was diluted with diethyl ether (10 mL x 3), filtered, and evaporated, and then the residue was subjected to column chromatography using petroleum ether:ethyl acetate as eluent (30:1) to afford the pure product 6a.

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 2-bromopropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Lingxiao; Qiao, Jie; Wei, Jiancong; Liang, Zhiwu; Xu, Xinhua; Li, Ningbo; Tetrahedron; vol. 76; 4; (2020);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 105-53-3,Some common heterocyclic compound, 105-53-3, name is Diethyl malonate, molecular formula is C7H12O4, 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.

General procedure: The corresponding active methylene compound (2 mmol, 1 equiv.) and 1,4-dibromobut-2-ene (1 equiv.) were added to a round bottom flask with a stir bar under nitrogen atmosphere. To this, THF (0.2 M) and Cesium carbonate (2.5 equiv.) were added. After fitting the condenser, reaction mixture was stirred for overnight at 60C. After cooling to room temperature, the reaction mixture was filtered over Celite and washed with diethyl ether. The organic phase was washed with saturated aqueous NaHCO3, followed by water and brine. After filtration over Na2SO4, the solvent was removed under reduced pressure. The crude product was purified by silica gel column chromatography using hexane and ethyl acetate as the eluent. Corresponding vinylcyclopropanes were obtained as solid/liquid with good yields.

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

Reference:
Article; Chandu, Palasetty; Ghosh, Krishna Gopal; Das, Debabrata; Sureshkumar, Devarajulu; Tetrahedron; vol. 75; 45; (2019);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 174403-69-1, name is Methyl 4-fluoro-2-methylbenzoate, 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 174403-69-1, name: Methyl 4-fluoro-2-methylbenzoate

To 2.74 g of a mixture of methyl 4-fluoro-2-methyl-5-nitrobenzoate and methyl 4-fluoro-2-methyl-3-nitrobenzoate, 1.75 g of 2-cyclopentyl-1H-imidazole, and 17.5 mL of acetonitrile, was added 4.9 mL of triethylamine, followed by stirring at 70 C. for 7 hours. To the reaction mixture were added water and ethyl acetate, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and then dried over anhydrous magnesium sulfate, and then solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (normal hexane/ethyl acetate) to obtain 2.12 g of methyl 4-(2-cyclopentyl-1H-imidazol-1-yl)-2-methyl-5-nitrobenzoate.

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-fluoro-2-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Astellas Pharma Inc.; US2011/319385; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 79025-26-6,Some common heterocyclic compound, 79025-26-6, name is Methyl 2-amino-5-chloro-4-methoxybenzoate, molecular formula is C9H10ClNO3, 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.

A mixture of compound 2 (26 g, 167 mmol) in a solution of NaOH (13.4 g, 0.334 mmol) in water (400 mL) was stirred at r.t. overnight, after which time complete reaction was observed by TLC. The reaction was acidified with 2N HCl and filtered, washed with water, and dried to provide the desired product as a white solid (30 g, 90% yield). NMR (400 MHz, DMSO-d6) delta: 7 62 (IH, s), 6.44 (IH, s), 3.80 (3H, s).

The synthetic route of 79025-26-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CEREPEUT, INC.; LU, Bingwei; (43 pag.)WO2019/55528; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 25081-39-4, 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. 25081-39-4, name is Methyl 3,5-dimethylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of methyl benzoates (15.0 mmol), CH3OH (30.0 mL) wereplaced in a 100mL round-bottomed flask equipped with a magnetic stirrer.Stirring for 10 minutes in 0 C. Then hydrazine hydrate (4.0 eq.) was added to the flask. Afterword the mixture was stirred under reflux 8 h, the reaction system was concentrated to remove CH3OH and most of hydrazine hydrate. After cooling, the contents were added petroleum-ether (50 mL) by stirring, then the white solids would be separated, washed with water and dried under vacuum. The yield was 65%~80%.

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

Reference:
Article; Zhang, Guofu; Yu, Yidong; Zhao, Yiyong; Xie, Xiaoqiang; Ding, Chengrong; Synlett; vol. 28; 11; (2017); p. 1373 – 1377;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 153559-48-9, 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. 153559-48-9, name is Methyl 4-(1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)vinyl)benzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Firstly weighing (20.4 mg, 0 . 15 mmol),photocatalyst Ir[dF(CF3)ppy]2(dtbbpy)PF6(2.3 mg, 0.002 mmol), K2HPO4(7.0 Mg, 0 . 04 mmol),and Ph3P (31.5 mg, 0.12 mmol)are added to a reaction tube, pumping air through the vacuum line three times, in the argon atmosphere, adding DCM/H2O (2.0 ml, 4:1 v/v), then carefully added (36.2 Mg, 0.1 mmol),then put into 5W blue LEDs lamp irradiation, react at room temperature for 48 h.Add 20 ml water, and the DCM extraction (3x 10 ml) the aqueous phase, combined with the organic phase. The organic phase by absolute Na2SO4 after drying and steaming and to remove the solvent, dry sample, column chromatography (300 – 400 item of chromatographic analysis silica gel) (petroleum ether – ethyl acetate) to obtain the product 34.2 mg, Yield 71%.

The synthetic route of Methyl 4-(1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)vinyl)benzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing University; Xie Jing; Zhang Muliang; (58 pag.)CN108912042; (2018); A;,
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. 653-92-9, name is Methyl 2-bromo-4-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 2-bromo-4-fluorobenzoate

To a solution of methyl 2-bromo-4-fluorobenzoate (1.2 g, 5.15 mmol) in DMF (5 mL) was added cyanocopper (0.92 g, 10.3 mmol) under N2. The reaction was stirred at 120 C for 1.5 h under N2. Then, the reaction was cooled to room temperature.10% NaCN (10 mL) was added to the reaction. The mixture was extracted with DCM (3 x 30 mL). The layers were separated and the organic phase was washed with saturated aqueous NaCl (3 x 50 mL) .The combined organic layers were dried over Na2SO4. After filtration, 850 mg of product was obtained as a white solid.

According to the analysis of related databases, 653-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNOVION PHARMACEUTICALS INC.; HEFFERNAN, Michele L.R.; HARDY, Larry Wendell; BROWN, Scott P.; HERMAN, Lee W.; (180 pag.)WO2018/26371; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 41841-16-1, 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. 41841-16-1, name is Methyl 2-(4-bromophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred solution of the methyl 2-bromophenylacetate (0.86 ml; 5.31 mmol) in dichloromethane (10.2 ml, 159 mmol) are added N- bromosuccinimide (1 .04 g, 5.84 mmol) and azobisisobutyronitrile (43.6 mg, 0.27 mmol) at room temperature and the mixture is stirred at 100 C for 16 h under argon atmosphere. The reaction mixture is cooled down to room temperature. The mixture is diluted with diethyl ether and filtered. The filtrate is evaporated to dryness. The oily residue containing solid succinimid is diluted with heptane and filtered again. The solvent is removed to afford methyl 2-bromo-2-(4-bromophenyl)acetate (1 .38 g, 4.56 mmol, 86 % of theory).

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

Reference:
Patent; MERCK PATENT GMBH; SCHRAUB, Martin; DOBELMANN-MARA, Lars; RIEDMUELLER, Stefan; (326 pag.)WO2018/149852; (2018); 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. 849758-12-9, name is Methyl 4-bromo-3-fluorobenzoate, A new synthetic method of this compound is introduced below., name: Methyl 4-bromo-3-fluorobenzoate

Step 1: methyl 4-{3-(cyanomethyl)-3-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H- pyrrolo[2,3-d]pyrimidin-4-yl)-lH-pyrazol-l-yl]azetidin-l-yl}-3-fluorobenzoate2,2′-Bis(diphenylphosphino)-l,l’-binaphthyl (0.11 g, 0.18 mmol) was added to a mixture of {3-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3- d]pyrimidin-4-yl)-lH-pyrazol-l-yl]azetidin-3-yl}acetonitrile dihydrochloride (0.86 g, 1.8 mmol), methyl 4-bromo-3-fluorobenzoate (0.50 g, 2.1 mmol, Combi-Blocks: Cat.No.CA-4107), and cesium carbonate (1.7 g, 5.4 mmol) in toluene (25.0 mL) under N2, followed by palladium acetate (0.040 g, 0.18 mmol). The reaction mixture was stirred at 120C for 5 hours. The reaction mixture was diluted with ethyl acetate, filtered, and concentrated under reduced pressure to afford the desired crude product (1.06 g) which was directly used in next step reaction without furtherpurification. LCMS (M+H)+: m/z = 562.3.

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; INCYTE CORPORATION; YAO, Wenqing; BURNS, David M.; ZHUO, Jincong; WO2012/177606; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics