Tag: M.W=100-200

Electric Literature of 344-14-9, 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. 344-14-9, name is Dimethyl 2-fluoromalonate, This compound has unique chemical properties. The synthetic route is as follows.

In a dry argon-protected reaction tube, 4.0 mol% of [Pd(C3H5)Cl]2, 8.0 mol% was added successively.The mixture was stirred at room temperature for 30 minutes, then 1.0 equiv. 5 (0.2 mmol) was added and stirring was continued for 10 minutes. 3.0 equiv. 8 (1.5 mmol) and 3.0 equiv. of Base (1.5 mmol) were added to the reaction tube and the reaction was stirred. After the reaction is completed, the solvent is removed under reduced pressure and the residue is subjected to a thin layer chromatography to give the desired product (petroleum ether/dichloromethane = 1/1, or petroleum ether/ethyl acetate = 10/1, v/v).

The chemical industry reduces the impact on the environment during synthesis Dimethyl 2-fluoromalonate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Tongji University; Zhao Xiaoming; Gao Ning; Cai Chengsi; Cai Juewang; (20 pag.)CN104926720; (2018); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 103-25-3, A common heterocyclic compound, 103-25-3, name is Methyl 3-phenylpropionate, molecular formula is C10H12O2, 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.

27.1. methyl 2-benzyl-3-oxopropanoate To a mixture of 3 g (18.3 mmol) of methyl 3-phenylpropanoate and 3.57 mL (54.8 mmol) of methyl formate in 36 mL of toluene, under argon, are added dropwise successively 54.8 mL (54.8 mmol) of a 1 M solution of TiCl4 in toluene, 0.17 mL (0.91 mmol) of trimethylsilyl trifluoromethanesulfonate and 19.6 mL (82.2 mmol) of tributylamine. The medium is then heated for 2 hours 30 minutes at 60 C. and stirred for 12 hours at room temperature. The reaction medium is hydrolysed with 200 mL of water and extracted with 200 mL of Et2O. The organic phase is dried over Na2SO4, filtered and concentrated under reduced pressure. 3.12 g of methyl 2-benzyl-3-oxopropanoate are obtained in the form of an oil, which is used without further purification in the following step. Yield=87%

The synthetic route of 103-25-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI; US2011/294788; (2011); 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. 6520-83-8, name is Ethyl 2-methoxy-6-methylbenzoate, A new synthetic method of this compound is introduced below., Product Details of 6520-83-8

Step 1 Ethyl 2-bromomethyl-6-methoxybenzoate 19.56 g of N-bromosuccinimide and 4.84 g of benzoyl peroxide were added to a solution of 19.40 g of ethyl 2-methoxy-6-methylbenzoate in 150 ml of carbon tetrachloride. The reaction medium was refluxed for 6 hours (no further change). The reaction medium was cooled to 5 C. and the succinimide was filtered. The organic phase was washed with a saturated sodium hydrogen carbonate solution (2*150 ml), dried over magnesium sulfate and evaporated. The residue was purified by chromatography on silica gel (column puriFlash, IR-50SI/800G, Spot II) eluted with heptane/ethyl acetate (gradient). 15.5 g of ethyl 2-bromomethyl-6-methoxybenzoate were obtained in the form of a yellow oil which later crystallizes. Yield=56%.

The synthetic route of 6520-83-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Musicki, Branislav; Aubert, Jerome; Boiteaux, Jean-Guy; Clary, Laurence; Rossio, Patricia; Schuppli-Nollet, Marlene; US2014/309208; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 35598-05-1, name is Methyl 4-methoxy-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 35598-05-1, Application In Synthesis of Methyl 4-methoxy-2-methylbenzoate

To a solution of methyl 4-methoxy-2-methylbenzoate (1 g, 5.6 mmol) in CC14 (25 mL) was added dropwise N-bromosuccinimide (1.1 g, 6.2 mmol) previously dissolved in CCI4 (5 mL) and a catalytic amount of benzoylperoxide. The mixture was refluxed for 2 hours, cooled to room temperature and poured onto ice water. The aqueous mixture was extracted with DCM (3x), and the combined organics were dried over MgS04, filtered, and concentrated in vacuo to provide 2.1 g of the titled product as light yellow solid (~ 100% yield): [M+H+] m/z 260.

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; SELEXAGEN THERAPEUTICS, INC.; VERNIER, Jean-Michel; MAY, John; O’CONNOR, Patrick; RIPKA, William; PINKERTON, Anthony; WO2011/85261; (2011); A1;,
Ester – Wikipedia,
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. 13412-12-9, name is Methyl 3-(methylamino)but-2-enoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Methyl 3-(methylamino)but-2-enoate

Step 2: 2-(4-Bromo-benzoyl)-3-[(E)-methylimino] -butyric acid methyl ester; [00439] 4-Bromobenzoyl chloride (17.14g, 78.1mmol) and 3-methylamino-but-2-enoic acid methyl ester (10. Og, 78.1mmol) were combined in THF (60OmL) and cooled to O0C. Pyridine (6.8mL, 85.9mmol) was added by syringe, and the reaction was stirred overnight at room temperature. Solid pyridine hydrochloride was observed on the flask walls, so the solution was decanted and then concentrated to 10% of its original volume. The residue was diluted with EtOAc (40OmL) and washed twice with H2O. The organic layer was dried, filtered, and concentrated to give the title compound.

The synthetic route of 13412-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; HUTCHINSON, John Howard; SEIDERS, Thomas Jon; ARRUDA, Jeannie M.; WO2010/68775; (2010); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13195-64-7, name is Diisopropyl malonate, 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 13195-64-7, name: Diisopropyl malonate

(1) Using 830 mmol of sodium hydride as a catalyst,200 mmol of diisopropyl malonate with440 mmol of propargyl bromide was added to the column210 mL of anhydrous acetonitrile in ice water bath,Stirring reaction for 8 hours,The product was washed with water,Extracted with ethyl acetate,Decompression spin dry,getBrownyellowSolid product,I.e. Compound 1;

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Diisopropyl malonate, and friends who are interested can also refer to it.

Reference:
Patent; Anhui Normal University; Hu Yimin; Xu Xiaoliang; (20 pag.)CN106866639; (2017); A;,
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 41248-23-1 as follows. Recommanded Product: 41248-23-1

(1) cyclopentanone as raw material, the cyanohydrin reaction, the cyanide hydrolysis esterification to give hydroxycyclopentyl formate;(2) sulfonation reaction: synthesis of phenylacetyl chloride; docking ring reaction: the steps The resulting hydroxycyclopentanecarboxylic acid ethyl ester,Step (2) The resulting phenylacetyl chloride,Ethanol,After heating up,Slowly drop the concentration of 20%Ethanol sodium ethanol solution,After the reaction, ethanol was distilled off under reduced pressure,And then dropping the concentration of 20% hydrochloric acid,4-hydroxy-3-phenyl-1-oxaspiro [4.4] non-3-en-2-one obtained by filtration, the reaction equation is as follows:

According to the analysis of related databases, 41248-23-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ShandongOriental Pesticide Technology Industrial Co., Ltd; LI, YUAN; YU, LEXIANG; LI, LEI; SHI, LONGPING; SUN, FUJIANG; (27 pag.)CN106432163; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 394-35-4,Some common heterocyclic compound, 394-35-4, name is Methyl 2-fluorobenzoate, molecular formula is C8H7FO2, 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-amino-4-methylpyrimidine (5g, 45 mmol) was dissolved in 200 mL THF and cooled to -20°C. A solution of n-BuLi (112.5 mmol) was added over 10 minutes and the solution was kept at -20°C for 30 min, then warmed to room temp and stirred for 3h. It was then cooled to -40°C and to it was added methyl-2-fluorobenzoate (1.75 mL, 13.7 mmol) and the solution stirred at -40°C for 30 min and then warmed to room temp for lh. 50 mL of methanol was then added over 5 min, followed by 6N aq HC1. The solution was stirred for 18h at room temp. It was then neutralized with NaHC03 to pH 8 and then diluted with ethyl acetate and water. The organics were washed with water three times and then brine and dried over sodium sulfate and concentrated in vacuo.The crude material was purified by flash chromatography using 10percent methanol/ DCM. 1.5 g of product was isolated as a yellow solid (16percent). 1H-NMR: (<3/4-DMSO, 400 MHz) delta 12.22 (s, 1H), 8.86 (s, 1H), 8.83 (s, 1H), 7.98(dt, 1H), 7.46 (m, 1H), 7.38 (m, 2H), 7.02(s, 1H) LC/MS: calculated for Ci2H8FN3: 213.2; found 214.10 (M+H)+. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-fluorobenzoate, its application will become more common. Reference:
Patent; GILEAD SCIENCES, INC.; BJORNSON, Kyla; BONDY, Steven, S.; CHOI, You-chul; CHOU, Chien-hung; MISHRA, Ruchika; TRENKLE, James, D.; TSE, Winston, C.; VIVIAN, Randall, W.; WO2011/146817; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 13671-00-6, These common heterocyclic compound, 13671-00-6, name is Methyl 2,6-difluorobenzoate, 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.

Reference Example 1 Synthesis of 1-(2,6-difluorophenyl)-2-(thiophen-2-yl)ethan-1-one To 100 ml of a THF solution containing 10.00 g of 2-(thiophen-2-yl)acetic acid was added dropwise 118.5 ml of a 1.9 mol/L THF solution of hexamethyldisilazane sodium at -78 C. and the mixture was stirred for 1 hour. Then, 20 ml of a THF solution containing 12.11 g of methyl 2,6-difluorobenzoate was added dropwise thereto, then, the temperature of the mixture was raised from -78 C. to room temperature and stirred for 2.5 hours. To the mixture was added an aqueous saturated ammonium chloride solution followed by stirring for 1 hour. Thereafter, ethyl acetate were added and the liquids were separated. The obtained organic layer was washed with saturated brine, and dried over magnesium sulfate. After the solvent was distilled off under reduced pressure, the obtained residue was purified by silica gel column chromatography. The title compound was obtained as 10.35 g of a red oily product. 1H-NMR (CDCl3) delta: 7.39 (1H, m), 7.22 (1H, m), 6.95 (4H, m), 4.36 (1H, s).

The synthetic route of 13671-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUI CHEMICALS AGRO, INC.; UMETANI, Hideki; OKAYA, Shun; IKISHIMA, Hideaki; FUKUMOTO, Takeshi; NISHIDA, Akihiro; YANAGI, Masanori; NAITO, Ryohei; MASUTOMI, Koji; SHIRAKAWA, Tomomi; SAKURADA, Akane; YUTANI, Satoshi; (368 pag.)US2020/45968; (2020); 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. 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: trans-Ethyl 4-hydroxycyclohexanecarboxylate

To a solution of ethyl 4-hydroxycyclohexane-1-carboxylate (10 g, 58.06 mmol) in dichloromethane (25 mL) was added triethylamine (13 g, 128.47 mmol) slowly at room temperature. After stirring for additional 20 min, TBDMSC1 (24.9 g, 87.09 mmol) was slowly added. The resulting reaction mixture was then stirred at room temperature for 40 h. The reaction mixture was quenched by the addition of water (100 mL) and extracted with dichloromethane (100 mL×2). The organic phases were combined, washed with brine and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with EtOAc in hexane (1% to 10% gradient) to yield ethyl 4-[(tert-butyldimethylsilyl)oxy]cyclohexane-1-carboxylate as yellow oil (7.5 g, 45%).

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; Merck Patent GmbH; SHERER, Brian A.; (167 pag.)US2016/75711; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics