Esters-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 27798-60-3, name is Methyl 2-Methoxyphenylacetate, 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 27798-60-3, Application In Synthesis of Methyl 2-Methoxyphenylacetate

General procedure: The methyl arylacetate (1 equiv.) and p-ABSA (1.3 equiv.) were dissolved in acetonitrile and cooled to 0 C using an ice bath under an argon atmosphere. 1,8-Diazabicycloundec-7-ene (DBU, 1.3 equiv.) was then added to the stirring mixture over the course of 5 minutes. After the addition of the DBU, the reaction mixture continued to stir at 0 C for an additional 15 minutes. Once this allotted time had passed, the ice bath was removed and the reaction mixture was stirred for 24 hours at room temperature. The resulting orange solution was quenched with saturated NH4Cl and the aqueous layer was extracted with diethyl ether (3x). The organic layer was then washed with deionized H2O to remove any residual salts. The combined organic layers were dried over MgSO4 and filtered. The organic layer was then concentrated under reduced pressure. The residue was purified via flash chromatography on silica gel (10:1 Hexanes:EtOAc).

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; Chepiga, Kathryn M.; Qin, Changming; Alford, Joshua S.; Chennamadhavuni, Spandan; Gregg, Timothy M.; Olson, Jeremy P.; Davies, Huw M.L.; Tetrahedron; vol. 69; 27-28; (2013); p. 5765 – 5771;,
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Synthetic Route of 40876-98-0, 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. 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A stirred solution of lH-pyrazol-3-amine (45 g, 542.16 mmol) in acetic acid (297 mL) and water (900 mL) was cooled to 0 C and diethyl oxaloacetate sodium salt (113.85 g, 542.16 mmol) was added. The resulting solution was heated at 100 C for 16 h. After which time the solids were filtered and dried to obtain the title compound (22% yield).

The synthetic route of Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIZYME, INC.; KUNTZ, Kevin, W.; CAMPBELL, John, Emmerson; WO2014/100665; (2014); A1;,
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Reference of 57381-62-1, 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. 57381-62-1, name is Methyl 2-bromo-4-chlorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl 2-bromo-4-chlorobenzoate (In-27, 5.0 g, 20.0 mmol) in MeOH (50 mL) was added N2H4.H20 (80percent, 50 mL). The resulting solution was heated at 60 ¡ãC for 1 h, until TLC show SM consumed. After concentration, the resulting solid was dissolved in EA (100 mL), washed with brine (2 x 30 mL), dried over Na2504 and concentrated to dryness to afford desired product 2-bromo-4-chlorobenzohydrazide Sc (2.8 g, 56percent). ?H NMR(300 MHz, DMSO-d6): oe 9.58 (s, 1H), 7.80 (d, J=1.8 Hz, 1H), 7.52 (dd, J8.1 Hz, J=2.1 Hz, 1H), 7.38 (d,J=8.1 Hz, 1H), 4.49 (s, 2H). LC-MS [M+Hj 251;

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

Reference:
Patent; ICAHN SCHOOL OF MEDICINE AT MOUNT SINAI; HAJJAR, Roger; DEVITA, Robert; (68 pag.)WO2019/18718; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 57486-67-6, name is Methyl 2-(2-fluorophenyl)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 57486-67-6, HPLC of Formula: C9H9FO2

A solution of methyl 2-(2- fluorophenyl)acetate (6.373 g, 37.89 mmol) and methyl iodide (5.90 mL, 94.8 mmol, 2.5 equiv) in anhydrous THF (25 mL) was treated portionwise with sodium hydride (60% suspension in mineral oil, 3.32 g, 83.0 mmol, 2.2 equiv) at 0 C, warmed to room temperature and reacted for 24 h. The reaction mixture was transferred into a separatory funnel with ice/water and acidified with 1.0 M HC1 (30 mL). The product was extracted with ethyl acetate (3 x 30 mL). The combined organic layers were washed brine, filtered through cotton, and concentrated under reduced pressure to yield light yellow oil. The oil was dissolved in 16 mL of l,4-dioxane and 19.0 mL of 6.0 M NaOH (113.7 mmol, 3.0 equiv) was added. The mixture was heated at 95 C for 24 h. 30 mL of 3.0 M HC1 was added and the mixture was extracted with dichloromethane (3 x 20 mL). Combined organic fractions were washed with brine (30 mL), filtered through cotton and concentrated under reduced pressure to yield a crude mixture which was purified by flash chromatography (hexanes/ethyl acetate), 5.799 g of 2-methyl-2-(2-fluorophenyl)propanoic acid (31.83 mmol, 84% over two steps).

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; UNIVERSITY OF HOUSTON SYSTEM; DUBROVSKIY, Anton; KRIVOSHEIN, Arcadius, V.; (41 pag.)WO2019/99760; (2019); A1;,
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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. 99548-55-7, name is Methyl 4-bromo-2-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C9H9BrO2

At 0¡ãC, lithium aluminum hydride (1.425 g, 37.5 mmol) was dropped into a solution of methyl 4-bromo-2-methylbenzoate (5.725 g, 25 mmol) in tetrahydrofuran (120 mL) slowly. The ice-salt bath used was removed after that dropping. The reaction was complete (detected by LCMS and TLC) after stirred for 1 hour at room temperature. The mixture was cooled to 0¡ãC again and the reaction was quenched with water (1.43 mL) and 10percent NaOH solution (14.3 mL) respectively. After stirred for 15 min at room temperature, the mixture was filtered and then the filter cake was washed with tetrahydrofuran (80 mL*2) and ethyl acetate EA (80 mL*2). The filtrate was dried with anhydrous sodium sulfate, filtered, and then concentrated to obtain a colorless oil product (4.535 g, 90percent yield).

The synthetic route of 99548-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUZHOU CONNECT BIOPHARMACEUTICALS, LTD.; ZHENG, Wei; PAN, Wubin; YANG, Xin; (47 pag.)EP3048103; (2016); 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. 46193-76-4, name is Ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl 4H-thieno[3,2-b]pyrrole-5-carboxylate

Ethyl-6-nitro-4H-thieno[3,2-b]pyrrole-5-carboxyIate (95). Pulverized Cu(NO3)2′ hydrate (953 mg, 4.10 mmol) dissolved in acetic anhydride (8.2 niL) was added dropwise to a solution of carboxylate 96 dissolved in acetic anhydride (10 mL) at 0 0C. The addition was completed in 1.5 h and the mixture was then stirred at r.t. for 2 h. After filtration the organic layer was poured over ice and extracted with diethyl ether (3×30 mL). The combined organic layers were washed with saturated aqueous sodium carbonate solution and dried over MgSO4. After the removal of organic solvent, the residue was purified by column chromatography (EtOAc/Hexane: 1/6) to give the desired nitration product 94 (148 mg, 12 %) as a light yellow solid along with another nitration product 95 (300 mg, 25%).

The synthetic route of 46193-76-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; THOMAS, Craig J.; AULD, Douglas S.; INGLESE, James; SKOUMBOURDIS, Amanda P.; JIANG, Jian-Kang; BOXER, Matthew; WO2010/42867; (2010); A2;,
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Application of 403-33-8, A common heterocyclic compound, 403-33-8, name is Methyl 4-fluorobenzoate, molecular formula is C8H7FO2, 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: 4-fluorobenzoic acid as the raw material, methanol as a reaction solvent, a small amount of concentrated sulfuric acid catalyst, followed by stirring under heating at reflux, thin layer chromatography (TLC) to track progress of the reaction, a certain amount after the completion of the reaction NaHCO3Solution for hydrazine and the reaction liquid solution to give ester intermediate (3-1), continue to add more than the corresponding proportion of hydrazine hydrate reaction mixture was heated with stirring at reflux, thin layer chromatography (TLC) to track progress of the reaction, the reaction after completion of the reaction solution was added to a certain amount of water, then a large amount of white sink to the bottom, suction filtration to afford intermediate hydrazides (3-2)

The synthetic route of 403-33-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan People Hospital; Shi Jianyou; (21 pag.)CN106957242; (2017); A;,
Ester – Wikipedia,
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Synthetic Route of 3377-20-6,Some common heterocyclic compound, 3377-20-6, name is Diethyl 2-methylenemalonate, molecular formula is C8H12O4, 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.

nBuLi solution (2.5 M in hexanes, 2.5 mL, 6.2 mmol) was added, dropwise over 3 min., to a cooled (dry ice/EtOH/ethylene glycol bath at .20 C) solution of N,N,N?-trimethylethylenediamine (0.90 mL,6.9 mmol) in 2-MeTHF (15 mL). After stirring for 20 min., 2- chlorobenzaldehyde (0.70 mL, 6.2 mmol) was added dropwise, maintaining the internal reaction temperature below .20 C. After 10 min., more nBuLi solution (2.5 M in hexanes, 7.6 mL, 19 mmol) was added dropwise, again maintaining the internal reaction temperature below .20 C. After stirring at this temperature for 2.5 h, the reaction mixture was cooled in a dry ice/acetone bath. Diethyl ketomalonate (4.1 mL, 27 mmol) was added to the reaction mixture dropwise, maintaining the internal reaction temperature below .50 C. After 5 min., the reaction was quenched by rapid addition of aq. HCl (1.0 M, excess), and cooling was ended. The resulting mixture was extracted with dichloromethane (2x), and the combined organic layers were dried (sodium sulfate) and evaporated to afford a clear, orange oil. Repeated chromatographic purification (48 g silica gel, 1:19 to 1:1 EtOAc/heptane gradient; then 48 g silica gel, 1:9 to 2:3 EtOAc/heptane gradient; and finally 54 g silica gel, 1:9 dichloromethane/heptane to dichloromethane to 1:19 EtOAc/dichloromethane gradient) afforded the title compound as a clear, colorless oil (224 mg, 11 % yield). GCMS (EI) m/z: 314 [M+] (6.2 %). 1H NMR (400 MHz, CDCl3) ? 1.28 (t, J = 7.1 Hz, 3H), 1.31 (t, J = 7.1 Hz, 3H), 2.92 (s, 1H), 4.23 (dq, J = 10.8, 7.1 Hz, 1H), 4.30 (dq, J = 10.8, 7.1 Hz, 1H), 4.32 (dq, J = 10.7, 7.1 Hz, 1H), 4.36 (dq, J = 10.7, 7.1 Hz, 1H), 6.00 (s, 1H), 6.90 (d, J = 8.2 Hz, 1H), 6.96 (d, J = 7.9 Hz, 1H), 7.22 (t, J = 8.1 Hz, 1H).

The synthetic route of 3377-20-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rocke, Benjamin N.; Conn, Edward L.; Eisenbeis, Shane A.; Ruggeri, Roger B.; Tetrahedron Letters; vol. 53; 41; (2012); p. 5467 – 5470;,
Ester – Wikipedia,
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Synthetic Route of 681465-85-0, 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. 681465-85-0 name is Methyl 4-amino-3-isopropoxybenzoate, 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.

4-(2-(Benzyloxy)-3-isopropoxy-4-nitrobenzamido)-3-isopropoxybenzoate 2-Benzyloxy-3-isopropoxy-4-nitrobenzoic acid (51.5 mg, 0.16 mmol) was dissolved in CH2Cl2 (8 mL) and preactivated with Ghosez’s reagent (66.0 muL, 0.50 mmol) for 3 hours at 40 C. 3-Isopropoxy-4-aminomethylbenzoate (0.12 g, 0.55 mmol) was dissolved in CH2Cl2 (8 mL) and N,N-diisopropylethylamine (DIPEA) was added (0.20 mL, 1.12 mmol). The solution containing the acid chloride was then added and the reaction mixture stirred for 2 days at 40 C. The solvent was then removed and the crude product was purified by preparative HPLC (RP-18; run time 100 min; H2O/MeCN=100:0?0:100; tr=80 min) providing the title compound (56.9 mg, 0.11 mmol, 68%) as a light yellow oil. 1H NMR (400 MHz, CDCl3) delta 10.33 (s, 1H-NH), 8.55 (d, J=8.5 Hz, 1H), 7.85 (d, J=8.7 Hz, 1H), 7.70 (dd, J=8.5, 1.7 Hz, 1H), 7.59 (d, J=8.7 Hz, 1H), 7.57 (d, J=1.7 Hz, 1H), 7.25-7.12 (m, 5H), 5.25 (s, 2H), 4.75-4.67 (m, 1H), 4.67-4.59 (m, 1H), 3.93 (s, 3H), 1.40 (d, J=6.2 Hz, 6H), 1.28 (d, J=6.0 Hz, 6H) ppm. 13C NMR (100 MHz, CDCl3) delta 167.0, 161.4, 151.1, 147.9, 146.1, 145.2, 134.1, 132.9, 132.9, 130.0, 129.4, 128.7, 125.79, 125.6, 123.3,120.1, 119.5, 113.3, 78.9, 77.4, 71.7, 52.3, 22.6, 22.1 ppm. HRMS (ESI): Calculated for C28H31N2O8 (M+H+: 523.2080. found: 523.2075.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-amino-3-isopropoxybenzoate, and friends who are interested can also refer to it.

Reference:
Patent; HELMHOLTZ-ZENTRUM FUeR INFEKTIONSFORSCHUNG GMBH; GOTTFRIED WILHELM LEIBNIZ UNIVERSITAeT HANNOVER; Baumann, Sascha; Herrmann, Jennifer; Mohr, Kathrin; Steinmetz, Heinrich; Gerth, Klaus; Raju, Ritesh; Mueller, Rolf; Hartmann, Rolf; Hamed, Mostafa; Elgaher, Walid A.M.; Moreno, Maria; Gille, Franziska; Wang, Liang Liang; Kirschning, Andreas; (196 pag.)US2016/145304; (2016); A1;,
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Electric Literature of 4630-80-2, 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. 4630-80-2, name is Methyl cyclopentanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of sodium hydride (1.87 g, 55% in mineral oil, 42.9 mmol) in THF (10 ml) was added a solution of methyl cyclopentanecarboxylate (5 g, 39.0 mmol) and acetonitrile (1.92 g, 2.45 ml, 46.8 mmol) in THF (3 ml) dropwise at 70C. The mixture was heated to 70C overnight, then cooled to room temperature, diluted with IN HCl and extracted with EtOAc. The combined organic layers were washed with water and brine, dried with Na2S04 and evaporated. The remaining residue was purified by column chromatography (silica gel, heptane/EtOAc 95:5 – 85: 15) to afford the title compound (4105 mg, 77%) as light yellow liquid.

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; CECCARELLI, Simona M.; CONTE, Aurelia; KUEHNE, Holger; KUHN, Bernd; NEIDHART, Werner; OBST SANDER, Ulrike; RUDOLPH, Markus; WO2013/64465; (2013); A1;,
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