Esters-buliding-blocks

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. 15012-36-9, name is Methyl 2,3-dimethylbenzoate, A new synthetic method of this compound is introduced below., name: Methyl 2,3-dimethylbenzoate

Methyl 2,3-dimethylbenzoate was dissolved in concentrated sulfonic acid (10 mL). KNO3 (808 mg, 1.2 eq.) was added to the solution at 0 C., then slowly warmed to rt overnight. The reaction was quenched with water (80 mL), extracted with ethyl acetate (2¡Á80 mL). The organic layers were evaporated to give mixture of nitrated ester and acid (1:1). The mixture was redissolved in DMF (10 mL). K2CO3 (1.1 g) and iodomethane (0.5 mL) were added to the solution. The reaction was stirred at rt for three days, then diluted with water (80 mL). It was extracted with ethyl acetate (3¡Á80 mL) and evaporated. The residue was purified by column chromatography (EtOAc in hexanes=0-30% in 45 min) to give the desired nitrobenzoate ester. 1H NMR (300 MHz, DMSO) delta 8.31 (s, 1H), 8.24 (s, 1H), 3.86 (s, 3H), 2.46 (s, 3H), 2.40 (s, 3H).

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; Rigel Pharmaceuticals, Inc.; US2012/28923; (2012); A1;,
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Related Products of 51760-21-5, 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. 51760-21-5, name is Dimethyl 5-bromoisophthalate, This compound has unique chemical properties. The synthetic route is as follows.

A (2 g, 11 mmol), B (2 g, 7.4 mmol), CsF (3 g, 15 mmol) and Pd(PPh3)4 (0.2 g, 0.17 mmol) was added to a 250 mE flask. The flask was connected to Schlenk line. 200 mE 1 ,2-Dimethoxyethane was degassed and added through a canula. The flask was equipped with a water condenser and refluxed under the nitrogen for 48 hours. The solution was dried on rotary evaporator. 100 mE H20 was added and then extract with CHC13. The organic phase was evaporated to dryness and purified with chloroform through a short silica gel colunm to yield a light yellow powder 1.56 g. (Yield:62%). ?H NMR (CDC13): oe=3.97 (s, 9H), 7.90 (d, 2H), 8.06 (d, 2H), 8.44 (d, 2H) 8.49 (t, 1H).

The chemical industry reduces the impact on the environment during synthesis Dimethyl 5-bromoisophthalate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Zhou, Hong-Cai; Feng, Dawei; Wang, Kecheng; US2015/152123; (2015); A1;,
Ester – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 110104-60-4, name is (E)-Methyl 4-chloro-3-methoxybut-2-enoate, 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 110104-60-4, COA of Formula: C6H9ClO3

General procedure: Example-115 In the same manner as in Example-12 except that cesium carbonate was used instead of potassium carbonate, from 5-chloro-4-(2,4-dichloro-5-hydroxyphenyl)-1,2-tetramethylene-4-pyrazolin-3-one and methyl (E)-4-chloro-3-methoxy-2-butenoate, methyl (E)-4-[5-(5-chloro-3-oxo-1,2-tetramethylene-4-pyrazolin-4-yl)-2,4-dichlorophenyloxy]-3-methoxy-2-butenoate was obtained with a yield of 86%. 1H-NMR (400 MHz, CDCl3): delta1.87-1.94 (m, 8H), 1.99-2.06 (m, 2H), 3.58-3.63 (m, 2H), 3.69 (s, 3H), 3.70 (s, 3H), 3.80-3.85 (m, 2H), 5.20 (s, 1H), 5.28 (s, 2H), 6.97 (s, 1H), 7.46 (s, 1H).

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; KAKEN PHARMACEUTICAL CO., LTD.; SAGAMI CHEMICAL RESEARCH INSTITUTE; KOBAYASHI, Osamu; NIIKURA, Naoko; INOUE, Tomoko; MIZUTA, Satoshi; TAKATSUNA, Reiko; HIRAI, Kenji; SHIROUZU, Kentaro; OBATA, Miyoo; (183 pag.)US2016/24110; (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. 41841-16-1, name is Methyl 2-(4-bromophenyl)acetate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

Methyl 2-(4-bromophenyl)propanoate. To a solution of lithium diisopropylamide (2 mol/L, 22 mL, 44 mmol) in tetrahydrofuran (80 mL) was dropwise a solution of methyl 2-(4- bromophenyl)acetate (10 g, 44 mmol) in tetrahydrofuran (20 mL) at -78 C. The mixture solution was stirred for 0.5 hour at that temperature, then iodomethane (8 g, 56 mmol) was added. The mixture was stirred for 10 minutes at – 78 C, then was removed from the cooling bath and stirred for 0.5 hour. The reaction was quenched with sat. ammonium chloride, then diluted with ethyl acetate, washed with water, The organic layer concentrated to dry, purified by column chromatography (silica-gel, petroleum : ethyl acetate= 20 : 1) to give methyl 2-(4- bromophenyl)propanoate as a colorless oil (10 g, 91 %). 1H NMR (300 MHz, CDC13): delta 7.44 (d, J = 9 Hz, 2H), 7.17 (d, J = 9 Hz, 2H), 3.65-3.70 (m, 4H), 1.48 (d, J = 6 Hz, 3H).

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; CONSTELLATION PHARMACEUTICALS; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew; GAGNON, Alexandre; HARMANGE, Jean-christophe; NAVESCHUK, Christopher, G.; WO2013/75083; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 25597-16-4, name is Ethyl 4,4,4-trifluorocrotonate, 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 25597-16-4, HPLC of Formula: C6H7F3O2

Bromine (18.4 mL, 357 mmol) was added dropwise over 30 minutes to a solution of commercially available (E)-ethyl 4,4,4-trifluorobut-2-enoate (50 g, 297 mmol) in carbon tetrachloride (50 mL) at room temperature under nitrogen. The resulting dark red solution was refluxed for 4 hours. Additional bromine (2ml) was added and heating was continued until the HPLC analysis showed that the starting material had been consumed. The reaction mixture was concentrated under reduced pressure to give light brown oil which used in the next step without purification. HPLC (XBridge 5mu C18 4.6×50 mm, 4 mL/min, solvent A: 10 % MeOH/water with 0.2 % H3PO4, solvent B: 90 % MeOH/water with 0.2 % H3PO4, gradient with 0-100 % B over 4 minutes): 2.96 and 3.19 minutes.

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 4,4,4-trifluorocrotonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHERNEY, Robert J.; ZHANG, Yanlei; WO2011/133734; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 20372-66-1, name is Methyl 2,4,5-trifluorobenzoate, 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. HPLC of Formula: C8H5F3O2

To a solution of 5-chloro-[1,1?-biphenyl]-2-ol (5.0 g, 24.4 mmol) in anhydrous dimethyl sulfoxide (50 mL) was added potassium carbonate (5.1 g, 36.6 mmol) and methyl 2,4,5-trifluorobenzoate (4.4 g, 24.4 mmol) and the reaction mixture was stirred at ambient temperature for 16 hours. The reaction mixture was partitioned between ethyl acetate (400 mL) and water (100 mL), and the organic phase washed with water (50 mL x 2), brine (50 mL); dried over anhydrous sodium sulfateand concentrated in vacuo to yield the title compound as a colorless foam (8.9 g, quant. yield): ?HNMR (300 MHz, CDC13) oe 7.61 (dd, J = 10.9, 6.6 Hz, 1H), 7.48-7.42 (m, 3H), 7.37-7.26 (m, 4H), 7.05 (d, J = 8.6 Hz, 1H), 6.39 (dd, J = 11.1, 6.6 Hz, 1H), 3.85 (s, 3H).

The synthetic route of Methyl 2,4,5-trifluorobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; ANDREZ, Jean-Christophe; BERGERON, Philippe; BICHLER, Paul, Robert; CHOWDHURY, Sultan; DEHNHARDT, Christoph, Martin; FOCKEN, Thilo; GONG, Wei; GRIMWOOD, Michael, Edward; HASAN, Abid; HEMEON, Ivan, William; JIA, Qi; SAFINA, Brian; SUN, Shaoyi; WILSON, Michael, Scott; ZENOVA, Alla, Yurevna; (436 pag.)WO2016/7534; (2016); A1;,
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Electric Literature of 3618-04-0,Some common heterocyclic compound, 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate, molecular formula is C9H16O3, 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.

Step 1 : To a stirred solution ethyl 4-hydroxycyclohexanecarboxylate (2.78 g, 16.0 mmol, 1 equiv.) in dry THF (80 mL), was added dropwise lithium aluminum hydride (1 M in THF, 24 mL, 24.0 mmol, 1 .5 equiv.) at 0¡ãC under azote atmosphere. The reaction mixture was warmed to room temperature and stirred for 3h30. The mixture was then cooled to 0¡ãC and water (1 ml_), 15percent aqueous sodium hydroxide (1 mL) and water (3 mL) were successively added. The mixture was allowed to warm to room temperature and stirred overnight. The salts were filtered through a pad of celite and the filtrate was dried over Na2S04 and concentrated under vacuum to yield 4- (hydroxymethyl)cyclohexanol (2.10 g, quant.) as a colorless oil.

The synthetic route of 3618-04-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BCI PHARMA; SURLERAUX, Dominique; AMIABLE, Claire; GUILLON, Remi; (239 pag.)WO2017/191297; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 107947-17-1, name is Methyl 3-bromo-4-chlorobenzoate, 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 107947-17-1, category: esters-buliding-blocks

The compound methyl 4-chloro-3-bromobenzoate 19b (1.2 g, 4.8 mmol), trimethylsilylacetylene (0.95 g, 9.7 mmol), palladium acetate (108 mg, 0.48 mmol), triphenylphosphine (254 mg, 0.97 mmol), cuprous iodide (185 mg, 0.97 mmol) and triethylamine (25 mL) were mixed in a sealed tube, and heated and stirred at 100 C. for 15 hours, after the reaction is completed, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=10/1), so as to obtain the title product methyl 4-chloro-3-((trimethylsilyl)ethynyl)benzoate 19c (1 g, yellow solid), and the yield was 78%. 1H NMR (400 MHz, CDCl3) delta 8.19 (d, J=2.0 Hz, 1H), 7.91 (dd, J=8.4, 2.1 Hz, 1H), 7.48 (d, J=8.4 Hz, 1H), 3.94 (s, 3H), 0.30 (s, 9H).

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; BEIJING INNOCARE PHARMA TECH CO., LTD.; Chen, Xiangyang; Gao, Yingxiang; Kong, Norman Xianglong; (59 pag.)US2019/210997; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 4341-76-8, name is Ethyl 2-butynoate, molecular formula is C6H8O2, 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. category: esters-buliding-blocks

To a solution of CuI (1.8 g, 9.6 mmol) and TMEDA (3.6 mL, 24 mmol) in THF (1.0 mL) was added 2-phenylethylmagnesium bromide (0.7 M in THF, 13.7 mL, 9.6 mmol) at -40 C, and the resulting mixture was stirred at -40 C for 30 min. To the mixture was added ethyl 2-butynoate (0.9 g, 8 mmol) at -78 C, and the mixture was stirred at -78 C for 2 h. Saturated NH4Cl aq was added and the mixture was allowed to warm to rt. The resulting slurry was diluted with EtOAc (50 mL) and washed with H2O and brine. The organic layer was separated and dried over MgSO4. Then, the drying agent was removed by filtration, and the resulting solution was evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel (0-10% EtOAc/hexane) provided ethyl (E)-3-methyl-5-phenyl-2-pentenoate (1.7 g, 7.6 mmol) in 95% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4341-76-8, its application will become more common.

Reference:
Article; Hojoh, Kentaro; Shido, Yoshinori; Nagao, Kazunori; Mori, Seiji; Ohmiya, Hirohisa; Sawamura, Masaya; Tetrahedron; vol. 71; 37; (2015); p. 6519 – 6533;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 13195-64-7,Some common heterocyclic compound, 13195-64-7, name is Diisopropyl malonate, molecular formula is C9H16O4, 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.

In 820mmol of sodium hydride as catalyst, 200mmol 440mmol diisopropyl malonate with propargyl bromide was added to 250mLof anhydrous acetonitrile in an ice-water bath with stirring for 8 hours, the product was washed with water, added with ethyl acetate, spin dried under reduced pressure, ethyl acetate: petroleumether = 1: 100 (volume ratio) as eluent column chromatography, the desired product was collected and concentrated to give a white solid product, i.e. compound a-1;

The synthetic route of 13195-64-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anhui Normal University; Lu, Shuang; Hu, Yimin; (14 pag.)CN105777679; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics