Category: esters-buliding-blocks

Related Products of 957205-72-0,Some common heterocyclic compound, 957205-72-0, name is Methyl 3-methyl-4-(trifluoromethyl)benzoate, molecular formula is C10H9F3O2, 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.

3-Methyl-4-trifluoromethylbenzoic acid methyl ester (0.20 g) was dissolved in THF (10 mL), and lithium borohydride (0.060 g) was added to the solution. The reaction mixture was refluxed with stirring for 3 hours and cooled to room temperature. 1N hydrochloric acid was added to the reaction mixture, followed by extraction thrice, each with ethyl acetate. The extracts were combined and washed with saturated brine, followed by drying over sodium sulfate. Insoluble matter was removed by filtration, and then the filtrate was concentrated. The residue was purified by silica gel column chromatography, whereby the title compound (0.16 g) was yielded. 1H-NMR (CDCl3) delta : 1.72(1H,t,J=5.9Hz), 2.48-2.50(3H,m), 4.73(2H,d,J=5.6Hz), 7.26-7.26(1H,m), 7.29(1H,s), 7.59(1H,d,J=7.8Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-methyl-4-(trifluoromethyl)benzoate, its application will become more common.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2017263; (2009); A1;,
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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. 69038-74-0, name is tert-Butyl 3-Bromobenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 69038-74-0

General procedure: To a mixture of boronic acid ester 10 (2.5 mmol) and aryl bromide (1 mmol) in DME (20 mL) were added dichlorobis(triphenylphosphine)palladium (0.05 mmol) and 2 M aqueous Na2CO3 (5 mL), then the mixture was refluxed for 4 h. The mixture was cooled to ambient temperature and diluted with AcOEt, then washed with water, brine, dried over sodium sulfate, and filtered. After the filtrate was concentrated, the crude material was purified by silica gel column chromatography to give compounds 12a-12f.

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:
Article; Sakamaki, Shigeki; Kawanishi, Eiji; Nomura, Sumihiro; Ishikawa, Tsutomu; Tetrahedron; vol. 68; 29; (2012); p. 5744 – 5753;,
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Reference of 18355-74-3,Some common heterocyclic compound, 18355-74-3, name is Methyl 2,3-difluorobenzoate, molecular formula is C8H6F2O2, 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.

[000113] To a stirred solution of compound 44 (800 mg, 4.65 mmol) in DMF (10 mL) under inert atmosphere were added (4-methoxyphenyl) methanethiol 8 (282 mg, 5.11 mmol), cesium carbonate (1.66 g, 5.11 mmol) at RT and stirred for 6 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was diluted water (25 mL) and extracted with ether (2 x 40 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 20% EtOAc/ hexanes to afford compound 45 (750 mg, 53%) as an off- white solid. TLC: 20% EtOAc/ hexanes (R 0.4); 1H NMR (DMSO-d6, 500 MHz): oe 7.49-7.36 (m, 3H), 7.10 (d, J= 8.9 Hz, 2H), 6.79 (d, J= 8.9 Hz, 2H), 4.06 (s, 2H), 3.81 (s, 3H), 3.70 (s, 3H);

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2,3-difluorobenzoate, its application will become more common.

Reference:
Patent; INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION; ASSEMBLY BIOSCIENCES, INC.; TURNER, William W.; ARNOLD, Lee Daniel; MAAG, Hans; ZLOTNICK, Adam; WO2015/138895; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 33491-30-4, name is 8-Bromo-2H-chromen-2-one, 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 33491-30-4, Application In Synthesis of 8-Bromo-2H-chromen-2-one

General procedure: Under inert atmosphere (N2), in a 25 mL round bottom flask, Ar3Bi (0.208 mmol; 0.35 eq.), CsF (0.24 g: 1.8 mmol; 3 eq.), PPh3 (0.004 g: 0.018 mmol; 3 mol%), the aryl bromide (0.60 mmol; 1 eq.) was added to DMF (5 mL). The solution was warmed to 90 C prior addition of PEPPSI IPr (0.012 g: 0.018 mmol; 3 mol%). The reaction was monitored by GC/MS to follow the total consumption of the aryl bromide. Cooled to room temperature (RT), the reaction mixture was diluted by addition of diethyl ether (20 mL) and aqueous HCl 6 M (30 mL). After decantation, the aqueous solution was extracted with diethylether (2 * 20 mL). The collected organic phases were then washed with HCl 6 N (2 * 25 mL), water (25 mL) and brine (25 mL) prior drying over MgSO4. After concentration under reduced pressure, the resulting crude product was subjected to purification by column chromatography leading after concentration under reduced pressure to the title compound.

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:
Article; Cassirame, Benedicte; Condon, Sylvie; Pichon, Christophe; Journal of Molecular Catalysis A: Chemical; vol. 425; (2016); p. 94 – 102;,
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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. 2672-58-4, name is Trimethyl benzene-1,3,5-tricarboxylate, A new synthetic method of this compound is introduced below., Formula: C12H12O6

The acid chloride (43) was prepared as follows. Trimethyl-1 ,3,5-benzenetricarboxylate (46) was converted to the mono-acid diester (47) according to literature procedures (Dimick, et al. “On the Meaning of Affinity: Cluster Glycoside Effects and Concanavalin A” J. Am. Chem. Soc. 1999, 121 , 10286- 10296), and compound 47 was refluxed in excess thionyl chloride to give acid chloride 43 (Scheme 5).

The synthetic route of 2672-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARIZONA BOARD OF REGENTS, A BODY CORPORATE OF THE STATE OF ARIZONA, ACTING FOR AND ON BEHALF OF ARIZONA STATE UNIVERSITY; WAGNER, Carl E.; JURUTKA, Peter W.; MARSHALL, Pamela A.; VAN DER VAART, Arjan; WO2011/103321; (2011); A1;,
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Synthetic Route of 39552-81-3, 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 39552-81-3 as follows.

EXAMPLE 3 N-(4-Methoxycarbonylmethylphenyl)-L-glutamine: Compound (3) Following the procedure described in (a) of Example 1, 11.14 g (0.03 mole) of N-carbobenzoxy-L-glutamic acid alpha-benzyl ester was reacted with 4.96 g (0.03 mole) of methyl p-aminophenylacetate to give 13.38 g (88% yield) of an intermediate. The intermediate was dissolved in 500 ml of tetrahydrofuran, 200 ml of methanol and 100 ml of water. To the solution was added 0.5 g of palladium black and the mixture was subjected to hydrogenation at atmospheric pressure to give 6.09 g (79% yield) of N-(4-methoxycarbonylmethylphenyl)-L-glutamine, m.p. 183.3-184.2 C. [alpha]D25 =+29.2 (c=1 2 N HCl)

According to the analysis of related databases, 39552-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Chemical Industries Ltd.; Nippon Shinyaku Co., Ltd.; US4439448; (1984); A;,
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Adding a certain compound to certain chemical reactions, such as: 66315-23-9, name is Ethyl 3-amino-4-(methylamino)benzoate, 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 66315-23-9, COA of Formula: C10H14N2O2

Step 1-1-4 Ethyl 1-methyl-1H-benzimidazole-5-carboxylate Ethyl 3-amino-4-methylaminobenzoate (24.1 g, 124 mmol) in the Step 1-1-3 was dissolved in formic acid (200 ml), and the solution was heated under reflux for 2 hours. After being cooled by ice, the solution was neutralized with a 25% ammonia water. The solution was subjected to extraction with chloroform, and the extract was dried over anhydrous magnesium sulfate and then concentrated. The concentrate was purified by silica gel column chromatography (chloroform:methanol=20:1) to give the title compound (26.1 g, quantitative) as a light-purple powder. 1H-NMR (CDCl3) delta: 8.52 (d, J=1.5 Hz, 1H), 8.04 (dd, J=1.5, 8.5 Hz, 1H), 7.92 (s, 1H), 7.39 (d, J=8.5 Hz, 1H), 4.40 (q, J=7.3 Hz, 2H), 3.86 (s, 3H), 1.41 (t, J=7.3 Hz, 3H) Mass, m/z: 204 (M+), 159 (base)

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, Ethyl 3-amino-4-(methylamino)benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Uchida, Hiroshi; Asagarasu, Akira; Matsui, Teruaki; US2013/79306; (2013); A1;,
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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. 909563-22-0, name is Methyl 4-amino-2-isopropoxybenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 4-amino-2-isopropoxybenzoate

To a solution of methyl 4-amino-2-(propan-2-yloxy)benzoate (CAS Registry Number 909563-22-0) (2.33 g, 11.1 mmol) in ethyl acetate (25 mL), N-chlorosuccinimide (1.5 g, 11 mmol) was added, followed by heating at 50 C. After completion of the reaction, a residue obtained through concentration of the reaction solution under reduced pressure was purified by silica gel column chromatography [elution solvent: n-hexane/ethyl acetate=100/0-0/100 (V/V)] to obtain 2.7 g (quantitative yield) of the title compound in the form of a solid. (0297) MS m/z: 244, 246 (M+H)+.

The synthetic route of 909563-22-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Sankyo Company, Limited; Soneda, Tsuyoshi; Sakai, Hiroki; Matsumoto, Koji; Tanaka, Naomi; Fukunaga, Taichi; (39 pag.)US2019/365688; (2019); A1;,
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Electric Literature of 53088-68-9, These common heterocyclic compound, 53088-68-9, name is Methyl (3-Chlorophenyl)acetate, 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 96; Synthesis of (3-Chloro-phenyl)-[4-(7-methoxy-thiazolo[5,4-d]pyrimidin-2-ylcarbamoyl)-piperazin-1-yl]-acetic acid methyl ester; Step 1: A mixture of (3-Chloro-phenyl)-acetic acid methyl ester (2.0 g, 10.8 mmol), N-bromosuccinimide (1.95 g, 11.0 mmol) and 3 drops of hydrobromic acid (48% solution) in chloroform (100 mL) was heated under reflux for three days. Additional amounts of N-bromosuccinimide and hydrobromic acid were added to drive the reaction to completion. The reaction mixture was concentrated to dryness, taken up in methylene chloride and loaded onto a column of silica gel. Elution with 10% ethyl acetate/hexanes gave Bromo-(3-chloro-phenyl)-acetic acid methyl ester (1.95 g, 69% yield) as a colorless oil. The NMR spectrum obtained on the sample is compatible with its structure.

The synthetic route of 53088-68-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Brinkman, John A.; Cheung, Adrian Wai-Hing; Firooznia, Fariborz; Guertin, Kevin Richard; Marcopulos, Nicholas; Qi, Lida; Racha, Jagdish Kumar; Sarabu, Ramakanth; Tan, Jenny; Tilley, Jefferson Wright; US2007/270433; (2007); A1;,
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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 89901-03-1 as follows. Computed Properties of C14H11BrO2

A solution of 4 -BROMO-BIPHENYL-4-CARBOXYLIC acid methyl ester, 7.8g (27.9 mmol) in 150ML of tetrahydrofuran was cooled to 0 C via ice-water bath. LITHIUMALUMINUM- hydride, L. lg (27.9 mmol) was added to the solution in one portion. The reaction mixture stirred at 0 C for LH. The mixture was slowly quenched with lOmL of isopropyl alcohol, then with lOmL of water. The aqueous mixture was extracted with 3X50ML portions of ethyl acetate. The organic layers were combined, washed with sat. aq. NaCl, and dried (MGSO4). The solution was concentrated to afford the desired product in 7. 01g (100%) as a white solid. The material was taken to the next step without further purification.

According to the analysis of related databases, 89901-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE INSTITUTE OF PHARMACEUTICAL DISCOVERY, LLC; WO2004/99170; (2004); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics