Month: August 2021

Application of 91-44-1, 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. 91-44-1, name is 7-(Diethylamino)-4-methyl-2H-chromen-2-one belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a typical reaction, a Schlenk tube charged with coumarins (0.5mmol), dialkyl phosphite (1.0mmol), NHC palladium complex, AgNO3 and solvent (2mL) was heated at 80C for 10h. The mixture was then cooled, filtered and the filtrate was evaporated. Purification of the residue by column chromatography (silica, petroleum ether/ethylacetate=2/1-1/4, v/v) produced the pure products, which were characterized by 1H NMR and 13C NMR. The analytical data of the products were shown in the Supporting Information.

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, 7-(Diethylamino)-4-methyl-2H-chromen-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yang, Liangru; Zhang, Xinchi; Yuan, Jinwei; Xiao, Yongmei; Mao, Pu; Journal of Organometallic Chemistry; vol. 818; (2016); p. 179 – 184;,
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Adding a certain compound to certain chemical reactions, such as: 29006-01-7, name is Methyl 4-methoxybutanoate, 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 29006-01-7, Computed Properties of C6H12O3

To a stirred, cooled (-78 C.) solution of 1.32 g (10.0 mmol) of methyl 4-methoxybutanoate in 15 mL of anhydrous THF under an atmosphere of nitrogen was added 10.5 mL (10.5 mmol) of a 1.0 M solution of LiHMDS in tetrahydrofuran. The resulting mixture was stirred for 1 h, then 1.09 g (10 mmol) of chlorotrimethylsilane was added. After stirring for 20 min, 1.78 g (10.0 mmol) of solid N-bromosuccinimide was added and the mixture was stirred for 2 h at -78 C., then slowly warmed to ambient temperature over 40 min. The reaction was quenched with a saturated aqueous ammonium chloride solution and then the aqueous phase was extracted with ethyl acetate (2×20 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and evaporated to dryness in vacuo. The crude residue was dissolved in 15 mL of DMF and 5.5 g (40 mmol) of potassium carbonate followed by 3.4 g (50 mmol) of 1H-pyrazole were added. The resulting mixture was heated to 80 C. for 40 min, then cooled to ambient temperature. The reaction was diluted with 75 mL of water and extracted with ethyl acetate (3×50 mL). The combined extracts were washed with brine, dried over magnesium sulfate, filtered and evaporated to dryness in vacuo. The crude residue was purified by reverse phase HPLC (TMC Pro-Pac C18; 0-75% 0.1% trifluoroacetic acid in acetonitrile/0.1% trifluoroacetic acid in water gradient) to yield the title compound (0.26 g, 13%). LC-MS: m/z (ES) 199 (MH)+.

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; Berger, Richard; Chang, Lehua; Edmondson, Scott D.; Goble, Stephen D.; Ha, Sookhee Nicole; Kar, Nam Fung; Kopka, Ihor E.; Li, Bing; Morriello, Gregori J.; Moyes, Chris R.; Shen, Dong-Ming; Wang, Liping; Zhu, Cheng; US2009/253705; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 94994-15-7, name is Methyl 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate, 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 94994-15-7, Formula: C11H18O3

Under a nitrogen atmosphere, 4.7 g of the compound represented by the formula (I-70-3), 2.5 g of pyridine and 50 mL of dichloromethane were added to the reaction vessel. 3.0 g of methanesulfonyl chloride was added dropwise while cooling with ice, and the mixture was stirred at room temperature for 3 hours. It was poured into water and washed sequentially with 5% hydrochloric acid and brine. Purification by column chromatography (silica gel, hexane / ethyl acetate) gave 5.9 g of a compound represented by the formula (I-70-4).

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-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DIC CORPORATION; HORIGUCHI, MASAHIRO; AOKI, YOSHIO; HAYASHI, TAKUO; (66 pag.)JP2017/210409; (2017); A;,
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. 5445-17-0, name is Methyl 2-bromopropanoate, A new synthetic method of this compound is introduced below., Computed Properties of C4H7BrO2

2.50 g (9.05 mmol) of tert-butyl 2-[(benzylamino)methyl]azetidine-1-carboxylate [racemate] were dissolved in dichloromethane (150 ml), 5.55 ml (4.03 g, 39.8 mmol) of triethylamine and 3.04 ml (4.53 g, 27.1 mmol) of methyl 2-bromopropanoate [racemate] were added and the mixture was stirred at RT overnight. 5.55 ml (4.03 g, 39.8 mmol) of triethylamine and 3.04 ml (4.53 g, 27.1 mmol) of methyl 2-bromopropanoate [racemate] were added, and the mixture was stirred at 40° C. overnight. A further 5.55 ml (4.03 g, 39.8 mmol) of triethylamine and 3.04 ml (4.53 g, 27.1 mmol) of methyl 2-bromopropanoate [racemate] were then added, and the mixture was stirred at 40° C. overnight. After cooling to room temperature, the mixture was diluted with water and dichloromethane, and the phases were separated. The aqueous phase was extracted twice with dichloromethane and the combined organic phases were washed with saturated aqueous sodium chloride solution, dried over sodium sulphate, filtered and then freed of the solvent under reduced pressure. The crude product obtained was purified by silica gel chromatography (dichloromethane, then dichloromethane/methanol=100:1). Yield: 3.22 g (94% of theory).

The synthetic route of 5445-17-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; Allerheiligen, Sven; Buh, Mueller Anya; Engel, Karen; Gardez, Hirishtof; Garike, kristen Mathias; Gerrish, Mihael; Hite, Meyer Stefan; Heels, Alexander; Kinjel, Tom; Lina, Wu Phillip; Riddle, Bernd; Rurik, Susanne; Schmidt, Martina Victoria; Strasse, Burgeo Julia; Tersteegen, Adrian; (113 pag.)KR2016/16815; (2016); 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. 583-02-8, name is Ethyl 4-(trifluoromethyl)benzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C10H9F3O2

First access to the microchannel reactor15 minutes of nitrogen replacement system air,Under full nitrogen protection conditions,Cool down between -40 and -30 C and start adding110 g (0.5 mol, 99%)Ethyl p-trifluoromethylbenzoate and 500a mixture of milliliters of methyl tert-butyl ether,At the same time, 0.183 liters (0.55 mol, 3 mol/L) were added dropwise.Butyl lithium solution,The reaction solution all enters the low temperature collector to obtain the compound (III);Re-use the metering pump to compound (III) and 66.1 g(0.6 mol, 99%) methyl methanesulfonate remained inBetween -40 and -30 C,Drip through the microchannel reactor for 2 hours,Sampling analysis did not detect ethyl trifluoromethylbenzoate, and the reaction solution was slowly added dropwise in ice water between 0-5 C under nitrogen protection conditions.The solvent was removed by distillation under reduced pressure to give a yellow solid;Confirmed by nuclear magnetic resonance,Target productEthyl 2-methylsulfonyl-4-trifluoromethylbenzoateThe amount of 146.5 grams,97% content,The yield was 96%.

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 583-02-8.

Reference:
Patent; Papanna (Beijing) Technology Co., Ltd.; Xing Wenlong; Fu Renji; (7 pag.)CN109705005; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 176694-36-3, A common heterocyclic compound, 176694-36-3, name is Methyl 4-fluoro-3-(trifluoromethyl)benzoate, molecular formula is C9H6F4O2, 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.

a) 4-Dimethylamino-3-trifluoromethyl-benzoic acid methyl ester (12a) To a stirred solution of 4,48 g (22.5 mmol) 4-Fluoro-3-trifluoromethyl-benzoic acid methyl ester (Rarechem) and 60.0 ml dimethylsulphoxid are added 2.23 g (27.0 mmol) dimethylamine hydrochloride and 6.54 g (47.3 mmol) potassium carbonate. The reaction mixture is stirred for 8h at 60C in an autoclave and is reduced with high vacuum rotation evaporator at 65C. The residue is diluted with dichloromethane, washed twice with water. The combined water phases are extracted with dichloromethane. The combined dichloromethane phases are washed with diluted sodium hydrogen carbonate solution, dried with sodium sulphate and concentrated. The oily crude is purified by column chromatography and the desired product 12a is obtained in 72 % yield (4,00 g, 16,2 mmol). MS-ESI: 248 (M+ +1, 100).

The synthetic route of 176694-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Schering Pharma Aktiengesellschaft; EP1897885; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 148547-19-7, These common heterocyclic compound, 148547-19-7, name is Methyl 4-bromo-3-methylbenzoate, 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.

Methyl-4-bromo-3-methylbenzoate (2.06g, 9mmol) and 4-Methoxycarbonyphenylboronic acid (1.62g, 9mmol) were added to a round-bottom flask and pumped into a glove box. Dry DMF (40mL) was added along with Pd(PPh3)4 (312mg, 0.27mmol) and cesium carbonate (4.40g, 13.5mmol). The flask was fitted with a septa, placed in an oil bath at 80C, and stirred overnight. The flask was removed from the oil bath and allowed to cool to room temperature at which time water (20mL) and ethyl acetate (20mL) were added and a white precipitate was removed by vacuum filtration. The filtrate was washed with brine (3×50mL) and dried over sodium sulfate. The volatiles were removed in vacuo and the crude residue was purified by silica gel column chromatography using hexanes and ethyl acetate as eluent. The product 4 was isolated as a white solid (1.77g, 69%). The NMR spectra matched that of the known compound.

The synthetic route of 148547-19-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Schumacher, William T.; Mathews, Madeleine J.; Larson, Sean A.; Lemmon, Carl E.; Campbell, Karin A.; Crabb, Brendan T.; Chicoine, Brent J.-A.; Beauvais, Laurance G.; Perry, Marc C.; Polyhedron; vol. 114; (2016); p. 422 – 427;,
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. 179688-27-8, name is Ethyl 2-amino-4,5-bis(2-methoxyethoxy)benzoate, A new synthetic method of this compound is introduced below., Formula: C15H23NO6

Compound (v) (171.1g), formamidine acetate (79.8 g) was dissolved in n-butanol (1027mL), and nitrogen at elevatedTemperature to 80 C for 5 hours, the reaction was complete by HPLC. Spin dry n-butanol, was added 1711g of isopropyl acetate heated to reflux for 1Hours, cooled to _5 C for 4 hours. Filtered, 50 C and dried under blast (vi) (164.0g), yield 98%, purity>95%. NMR data identified compound (vi) as follows

The synthetic route of 179688-27-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Apeloa Kangyu Pharmaceutical Co.,Ltd; Shanghai Yuyuan Bio-Pharma Co. Ltd; FENG, LICHUN; LI, QIEQIE; (11 pag.)CN103709110; (2016); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 183322-16-9, 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. 183322-16-9, name is Ethyl 3,4-bis(2-methoxyethoxy)benzoate, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of the compound (iii) (172.6g) was dissolved in acetic acid (954.1g) and stirred until clear dissolution. Under ice conditions Concentrated sulfuric acid (33.2g). Was added dropwise 65% nitric acid (160.8g). After completion of the dropwise addition, the reaction at room temperature for about 18H, seized by HPLCMeasuring the reaction was completed. Water was added l48g, (873gX3 times) and extracted with toluene, washed with sodium bicarbonate (2mol / L) and the pH adjusted left 8Right, once, the combined organic phase was washed once with sodium bicarbonate solution and extracted with 350g of toluene saturated brine (1048g). Spin-dry solventCompound (iv) (196 · 4g), yield 99%, purity> 95%

The chemical industry reduces the impact on the environment during synthesis Ethyl 3,4-bis(2-methoxyethoxy)benzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Zhejiang Apeloa Kangyu Pharmaceutical Co.,Ltd; Shanghai Yuyuan Bio-Pharma Co. Ltd; FENG, LICHUN; LI, QIEQIE; (11 pag.)CN103709110; (2016); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 26759-46-6, A common heterocyclic compound, 26759-46-6, name is Methyl 2-amino-4,5-dimethoxybenzoate, molecular formula is C10H13NO4, 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.

General procedure: A mixture of 1a,b (10 mmol) and methyl 2-amino-4,5-dimethoxybenzoate (12 mmol, 2.52 g), freshly prepared fused sodium acetate (0.3 g) was heated in a boiling water bath in glacial acetic acid (10 mL) for 3 h. The crystalline product separated on cooling was filtered, washed with water, dried, and recrystallized from ethanol.

The synthetic route of 26759-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Georgey, Hanan; Molecules; vol. 19; 3; (2014); p. 3777 – 3792;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics