Tag: M.W=100-200

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. 431-47-0, name is Methyl 2,2,2-trifluoroacetate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 431-47-0

Trifluoroacetanilide (100 mg, 0.46 mmol), DMF (4 mL), potassium t-butoxide (153 mg, 1.37 mmol, 3 eq.) was added to the reaction mixture in turn, and stirred at room temperature for 5 minutes.After the potassium tert-butoxide was uniformly dispersed, methyl trifluoroacetate (0.19 mL, 1.84 mmol, 4 eq.) was slowly injected into the reaction flask, and after stirring at 60 C for 10 hours, stirring was stopped.Extract twice with ethyl acetate and distilled water, then wash with saturated NaCl solution.The organic phases were combined, and the organic phase was dried over anhydrous magnesium sulfate.Magnesium sulfate was removed by filtration, and the solvent was evaporated to give purified N-(4-methoxyphenyl)-N-methyltrifluoroacetamide (88 mg, yield 83%).

According to the analysis of related databases, 431-47-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong Petrochemical College; Xiao Duoduo; Zheng Xin; Zeng Jiechun; Huang Jiawei; Zhou Rujin; Guan Ying; Liang Jieling; (8 pag.)CN109369506; (2019); A;,
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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. 4630-80-2, name is Methyl cyclopentanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of Methyl cyclopentanecarboxylate

General procedure: In the glove box, a conjugated boronic acid pinacol borate (1.2 mmol, 304.8 mg) was added to a Schlick reaction tube.Ferrous (0.03mmol), sodium tert-butoxide (0.9mmol), removed from the glove box, and added ethyl hexanoate under nitrogen atmosphere(0.3 mmol, 43.3 mg), ethanol (0.3 mmol), then 2 ml of toluene was added, and after stirring for 5 minutes, the reaction tube was placed at 100 C.The reaction in the pot was carried out for 24 hours. After the reaction is completed, ethyl acetate extraction is added to the system, and the product is obtained by column chromatography, and the yield is73%.

The synthetic route of 4630-80-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Lanzhou Chemical Physics Institute Suzhou Institute; Liu Chao; He Zeyu; Zhu Qing; (10 pag.)CN109734737; (2019); A;,
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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. 5048-82-8, name is Ethyl 3-(4-aminophenyl)acrylate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Ethyl 3-(4-aminophenyl)acrylate

EXAMPLE 252 4-[14-(Trimethylsilyl)tetradecylamino]cinnamic acid A mixture of 5.0 g. ethyl 4-aminocinnamate, 9.14 g. of 14-(trimethylsilyl)tetradecyl bromide and 3.6 g. of powdered anhydrous potassium carbonate in hexamethylphosphoramide is heated for 20 hours at 60° C. The mixture is then cooled, diluted with water and extracted with ether. The combined ether extracts are dried, filtered and evaporated to provide ethyl 4-[14-(trimethylsilyl)tetradecylamino]cinnamate.

According to the analysis of related databases, 5048-82-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Cyanamid Company; US4670421; (1987); A;,
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Synthetic Route of 13195-64-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 13195-64-7 name is Diisopropyl malonate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of diisopropyl malonate (500 mg, 2.65 mmol, 1 equiv) and nitroso benzene (313 mg, 2.92 mmol, 1 equiv) in absolute ethanol (1.25 mL, 2.2M), a saturated ethanolic solution of NaOH was added dropwise until the blue color of the solution turns pale brown. The reaction mixture was allowed to stir for 10 minutes and the solvent was removed under reduced pressure and the crude product was purified by column chromatography to afford 39 as viscous yellow colored oily liquid (449 mg, 61 percent).

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; WILLIAM MARSH RICE UNIVERSITY; KATTAMURI, Padmanabha Venkatesh; KURTI, Laszlo; (181 pag.)WO2018/213572; (2018); A1;,
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Some common heterocyclic compound, 927-68-4, name is 2-Bromoethyl acetate, molecular formula is C4H7BrO2, 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: C4H7BrO2

(2-Acetoxy-ethoxyimino)-[4-((1R,3R,7S)-9-bicyclo[3.3.1]non-3-yl-9-aza-bicyclo[3.3.1]non-3-yl)-3-oxo-3,4-dihydro-quinoxalin-2-yl]-acetic acid methyl ester (d26) To a suspension of d25 (331.0 mg, 0.672 mmol) in MeCN-DMF (2:1) (15 mL) was added 2-bromoethyl acetate (0.156 mL, 1.344 mmol) and K2CO3 (279 mg, 2.016 mmol) at a temperature of about 25 C. under a nitrogen atmosphere. The mixture was stirred at a temperature of about 25 C. for 6 hr and 60 C. for 3 hr. The reaction mixture was diluted with water-saturated aqueous NaHCO3 (1:1), then extracted with AcOEt-CHCl3 (4:1) (x2). The combined organic phases were washed with saturated aqueous NaCl, dried (Na2SO4), and concentrated. The resulting yellow amorphous solid was chromatographed (silica-gel 15 g, v/MeOH (10% concentrated NH4OH)=100/0?17/3) to provide 258.2 mg of d26 as a yellow solid. (Yield 66%) d26: 1H-NMR (300 MHz, CDCl3-CD3OD-DCl) delta: 1.28-3.05 (m, 27H), 3.89 (s, 3H), 4.02-4.13 (m, 2H), 4.13-4.25 (m, 1H), 4.26-4.31 (m, 2H), 4.47-4.53 (m, 2H), 6.37-6.54 (m, 1H), 7.39 (t, J=7.53 Hz, 1H), 7.79 (td, J=7.93, 1.37 Hz, 1H), 7.86 (dd, J=7.93, 1.51 Hz, 1H), 8.78 (d, J=8.69 Hz, 1H); LC/MS: m/z=579.4 [M+H]+ (Calc: 578).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 927-68-4, its application will become more common.

Reference:
Patent; Shionogi & Co., Ltd.; Purdue Pharma L.P.; MARRA, Jeffrey Michael; Tsuno, Naoki; Ueno, Tatsuhiko; Zhou, Xiaoming; US2014/187544; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 32122-09-1, name is Ethyl 2-(benzyloxy)acetate, 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 32122-09-1, category: esters-buliding-blocks

To a solution of ethyl 2-(benzyloxy)acetate (1.30 g, 6.69 mmol) in anhydrous THF (30 mL) at -78 C was added dropwise LDA (2.0 M, 4.40 mL). The mixture was stirred for 30 min, and then tert-butyl 4-oxopiperidine-l-carboxylate (1.15 g, 5.77 mmol) in anhydrous THF (20 mL) was added. The mixture was stirred at -78 C for 1 hour, then quenched with sat aqueous H4CI (30 mL) and extracted with EtOAc (50 mLx3). The combined organic extracts were washed with brine and dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel column (25% EtOAc in pet ether) to give the desired product as a colorless oil (1.82 g). Yield 80% (95% purity, UV=214 nm, ESI 294.1 (M+H)+).

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

Reference:
Patent; LAZULI, INC.; HARRISON, Bryce, Alden; BURSAVICH, Matthew, Gregory; GERASYUTO, Aleksey, Lgorevich; HAHN, Kristopher, Neil; KONZE, Kyle, David; LIN, Fu-Yang; LIPPA, Blaise, Scott; LUGOVSKOY, Alexey, Alexandrovich; ROGERS, Bruce, Nelsen; SVENSSON, Mats, Ake; TROAST, Dawn, Marie; (0 pag.)WO2018/160522; (2018); A1;,
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Application of 87661-20-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 87661-20-9 name is tert-Butyl cyclopropanecarboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

c) 1 -r(2S,5R)-5-r4-(3-Methoxy-propyl)-2,2-dimethyl-3,4-dihvdro-2H- benzori ,41oxazin-6-ylmethoxy1-1 -(toluene-4-sulfonyl)-piperidin-2-ylmethyl1- cvclopropanecarboxylic acid tert-butyl ester; A solution of 5.00 mmol of cyclopropanecarboxylic acid tert-butyl ester [87661 -20-9] in 50 ml of tetrahydrofuran at -78C is treated with 5.5 mmol of lithium diisopropyl- amine. The reaction mixture is stirred at -78C for 4 hours before the addition of a solution of 6.00 mmol of 6-[(3R,6S)-6-bromomethyl-1 -(toluene-4-sulfonyl)-piperidin-3- yloxymethyl]-4-(3-methoxy-propyl)-2,2-dimethyl-3,4-dihydro-2H-benzo[1 ,4]oxazine in 10 ml of tetrahydrofuran. The reaction is stirred at -78C for 1 hour, then allowed to warm to room temperature over 4 hours, and quenched with saturated aqueous ammonium chloride solution. The mixture is extracted with tert butyl-methyl ether (3x), the combined organic extracts are dried with sodium sulfate, and concentrated under reduced pressure. The residue is purified by flash chromatography (SiO2 60F) to afford the title compound, which is identified based on the Rf value.

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

Reference:
Patent; NOVARTIS AG; WO2009/106599; (2009); A2;,
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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. 431-47-0, name is Methyl 2,2,2-trifluoroacetate, A new synthetic method of this compound is introduced below., Safety of Methyl 2,2,2-trifluoroacetate

Synthesis Example 40 Synthesis of N-propargyltrifluoroacetamide Propargylamine (Aldrich, 25 g, 0.45 mol) was added dropwise to methyl trifluoroacetate (Tokyo Chemical Industry Co., Ltd., 69.2 g, 0.54 mol) cooled to 0 C. They were allowed to react at 0 C. for two hours to afford 43.8 g (86.0%) of N-propargyltrifluoroacetamide after purification by vacuum distillation (23 mmHg, boiling point; 77 C.).

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; The Institute of Physical and Chemical Research; US6365350; (2002); B1;,
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Some common heterocyclic compound, 924-99-2, name is Ethyl 3-(dimethylamino)acrylate, molecular formula is C7H13NO2, 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. Recommanded Product: 924-99-2

General procedure: All microwave reactions were carried out in a capped (10 mL) microwave-vessel (Borosilicate glass vial sealed) that was placed in a microwave cavity. The pressure was set at 17 bar (average of an effective pressure = 4 bar) with power 75 W. DIEA (3.4 g, 3.4 mmol) was added to a solution of either 2,5-difluoro-4-(pyrrolidin-1-yl) benzoylchloride 12 (0.83 g, 3.4 mmol) or 2,5-difluoro-4-(pyrrolidin-1-yl)benzothioyl chloride 13 (0.88 g, 3.4 mmol) and ethyl-3-(diethylamino)acrylate 14 (0.45 g, 3.1 mmol) in acetonitrile (5 mL). The mixture reaction was held at 100 C for 20 min. After the reaction vessel was cooled to room temperature, the crude product was diluted with water (10 mL) and extracted with ethyl acetate(3 × 10 mL). The organic layers were combined, dried over Na2SO4, filtered, evaporated and purified by a flash column chromatography (eluent n-hexane: acetone, 3:1)to give the titled compounds.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 924-99-2, its application will become more common.

Reference:
Article; Almashal, Faeza A.; Alshawi, Jasim M.; Dhumad, Adil M.; Jassem, Ahmed M.; Medicinal Chemistry Research; (2020);,
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Related Products of 23680-40-2, A common heterocyclic compound, 23680-40-2, name is Methyl 3-bromopropiolate, molecular formula is C4H3BrO2, 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 solution of 2-methylfuran (15.7mL, 174 mmol) andmethyl 3-bromopropiolate 11 (7.10 g, 43.6 mmol) incyclohexane (100 mL) was refluxed for 1 d. Afterremoval of the solvent, the resulting mixture of 12aand 12b was used in the next step without purification.12a: 1H NMR (300 MHz, CDCl3) delta 1.89 (3H, s),3.79 (3H, s), 5.21 (1H, d, J = 1.8 Hz), 6.99 (1H, d,J = 5.1 Hz), 7.14 (1H, dd, J = 1.8, 5.1 Hz); 13C NMR(75 MHz, CDCl3) delta 16.43, 51.65, 87.98, 91.49, 142.12,146.96, 149.94, 153.89, 163.49.The ratio of 12a:12b was determined to be 11:1based on 1H NMR analysis. The signal due to 1-Me of12b was observed at delta = 1.74.

The synthetic route of 23680-40-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Konishi, Shunsuke; Mori, Naoki; Takikawa, Hirosato; Watanabe, Hidenori; Bioscience, Biotechnology and Biochemistry; vol. 83; 3; (2019); p. 391 – 399;,
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