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. 2905-54-6, name is Methyl 2,3-dichlorobenzoate, A new synthetic method of this compound is introduced below., 2905-54-6

A suspension of 10.56 g of lithium aluminium hydride in 125 ml of THF is cooled to 0 C., a solution of 25.68 g of the compound obtained in the preceding step in 100 ml of THF is added dropwise, the temperature is allowed to return to RT and the mixture is kept stirred for 2 hours at RT. The reaction mixture is diluted by adding 250 ml of THF and hydrolysed by adding 11 ml of water, 11 ml of 4N NaOH and 33 ml of water. It is allowed to stand overnight at RT, the inorganic salts are filtered and the filtrate is concentrated under vacuum. 21.54 g of the expected product are obtained after drying under vacuum at 30 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; Emonds-Alt, Xavier; Proietto, Vincenzo; US2004/180890; (2004); A1;,
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61367-07-5, 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 61367-07-5 as follows.

(1) Methyl trans-4-aminocyclohexanecarboxylate hydrochloride (93.0 g) obtained in Reference Example 2(1) is dissolved in methanol (1000 ml), and thereto are added 35 % aqueous formaldehyde solution (95.4 ml), sodium acetate (39.4 g) and 10 % palladium/carbon (10 g). The mixture is then stirred at room temperature for 3.5 hours under atmospheric hydrogen pressure. The insoluble materials are removed by filtration, and the filtrate is concentrated under reduced pressure. To the resulting residue is poured 20 % aqueous potassium carbonate solution (500 ml), and the mixture is extracted with chloroform. The organic layer is dried over sodium sulfate and potassium carbonate, and evaporated to remove the solvent under reduced pressure. The resulting residue is purified by NH-silica gel column chromatography (eluent: n-hexane/ethyl acetate = 2/1) to give methyl trans-4-dimethylaminocyclohexanecarboxylate (87.3 g). APCI-MS M/Z:186[M+H]+.;

According to the analysis of related databases, Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1582521; (2005); A1;,
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538-23-8, The chemical industry reduces the impact on the environment during synthesis 538-23-8, name is Propane-1,2,3-triyl trioctanoate, I believe this compound will play a more active role in future production and life.

Two mg of a free astaxanthin (manufactured by Sigma) and 300 mg of tricaprilin as a triglyceride form fatty acid were placed in a brown glass bottle. Three hundred mg of the immobilized lipase, Novozym435 (manufactured by Novozymes, Japan Ltd.), obtained by immobilizing lipase derived from Candida was added thereto, and 30 muL of water was further added thereto and stirred fully afterwards. Thereafter, while stirring, reaction was carried out at 45C. Three days later, the reaction solution was taken out, and the composition ratio of astaxanthin was analyzed by HPLC. As a result, the composition ratio was 99.0% astaxanthin, 1.0% monoester, and less than 1% diester.

The chemical industry reduces the impact on the environment during synthesis Propane-1,2,3-triyl trioctanoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SUNTORY LIMITED; EP1500645; (2005); A1;,
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106614-28-2, 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 106614-28-2 as follows.

To a 50 mL round bottom flask purged with and maintained 1..mder an inertatmosphere of nitrogen v.¡¤as added (1 S,4S,5R)-5-[[5-cyclopropyl-3-(2,6-dichloropheny l)- L2-oxazol-4-yl]rnethoxy]-2-azabicyclo[2.2.1]heptane hydroiodide salt l2dd (250 rng, 0.49 mmol, 1.00 equiv.), methyl2,4-dit1uorobenzoate (225 mg, 1.31 mmol, 2.67 equiv.), CsF (298rng, 196 mmol, 4.00 equiv.), and 1-Ethyl-3-methylimidazoliurn dimethyl phosphate (3 mL)The resulting mixture was heated at 90C overnight After cooling to room temperature, themixtme wa;;; diluted with 20 mL off-hO and extracted with ethyl acetate (30 mL x 2). The5 cornbined organic extracts were washed with brine (30 mL x 3), dried over anhydrous sodiumsulfate and concentrated under vacuum. The residue was purified by silica gel columnchromatography eluting ~ith ethyl acetate/petroleum ether (I: 3). Removal of solventsafforded methy 14-[(1 S,4S,5R)-5-[[5-cydopropyl-3-(2,6-dichloropheny 1)-1,2-oxazol-4-y l]methoxy]-2-azabicyclo[2.2.l ]hepi:m-2-yl]-2-fluorobenzoate T-177 (158 6 mg, 50%) as an10 off-white solid. 1H-NMR (300 MHz, CDCb): 8 7.77 (t, J = 8.7 Hz, lH), 7.49-7.29 (m 3H),6.22 (dd, J ” 8.8, 2.4 Hz, 1H), 6.10 (dd, J ” 14.3, 2.3 Hz, 1H), 4.28 (s, 2H), 4.04 (s, lH), 3.87(s, 3H), 3.54- 3.44 (m, H-T), 3.35 (dd, J ‘” 9.3, 4.0 Hz, 1H), 2.63- 2.49 (m, 2H), 2.12 (ddt, J= 12.9, 9.6, 4.8 Hz, lH), l 85 (ddd, J = 13.3, 6.8, 2.4 Hz, IH), 1.71 – 1..54 (m, 2H), 1.41-1.22 (m, 3H), 1.27–1.03 (m, 2H): MS (ES, mlz): [M+1] = 531.05.

According to the analysis of related databases, Methyl 2,4-difluorobenzoate, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
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15964-79-1, Adding a certain compound to certain chemical reactions, such as: 15964-79-1, name is Methyl 2-(3,4-dimethoxyphenyl)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 15964-79-1.

General procedure: To a mixture corresponding ester (9a-n, 5.0 mmol) and hydrazine monohydrate (15.0 mmol) in ethanol, catalytic amount of pyridine (0.5 mL) was added and refluxed for 10 h. The reaction was monitored by TLC. After the completion of the reaction, ethanol was evaporated from the mixture, water was added and extracted using ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and evaporated under vacuum to get the crude mass. Finally, the products 10a-n were purified using column chromatography. (Yield 80-85%).

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 2-(3,4-dimethoxyphenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Manickam, Manoj; Boggu, Pulla Reddy; Pillaiyar, Thanigaimalai; Sharma, Niti; Jalani, Hitesh B.; Venkateswararao, Eeda; Jung, Sang-Hun; Bioorganic and Medicinal Chemistry Letters; vol. 28; 14; (2018); p. 2369 – 2374;,
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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. 2150-38-1, name is Methyl 3,4-dimethoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 2150-38-1

To a solution of methyl 3,5-trimethoxybenzoate (3) (0.89 g, 4.54 mmol) in absolute ethanol (15 mL), 5.7 mL (117.8 mmol) of hydrazine hydrate 64 % was added. The reaction mixture was kept under reflux for 2 hours, when TLC indi-cated the end of the reaction. Then, the media was poured into ice and the resulting precipitate was filtered out afford-ing the 3,5-trimethoxybenzohydrazide (6) obtained as a white solid in 61% yield. 1H NMR and 13C NMR data were observed to be in agreement with previous reports [31].

The synthetic route of 2150-38-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Carneiro, Teiliane R.; do Amaral, Daniel N.; Fokoue, Harold H.; Sant?Anna, Carlos M. R.; Porras, Maria L. G.; Oliveira, Augusto C. A.; Cavalcanti, Bruno C.; Pessoa, Claudia; Barreiro, Eliezer J.; Lima, Lidia M.; Letters in drug design and discovery; vol. 15; 7; (2018); p. 778 – 786;,
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18595-14-7, A common heterocyclic compound, 18595-14-7, name is Methyl 4-amino-3-methylbenzoate, molecular formula is C9H11NO2, 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.

To 1.0012 g (8.1228 mmol) of pyridine-2-carboxylic acid wasadded 15 mL of thionyl chloride and the reaction mixture wasstirred under reflux for 3 h. Then 1.3425 g (8.1270 mmol) of methyl-4-amino-3-methylbenzoate in 35 mL of chloroformwas added intothe obtained acid chloride. The reactants were stirred under refluxnext 2 h. After chloroform evaporation under vacuum a beigepowder precipitated:(1.5633 g, 5.7839 mmol, yield ca.: 71%, Anal. Calc. C15H14N2O3[%]: C, 66,66; H, 5,22; N, 10,36; Found: C, 66.33; H, 4.90; N, 10.22).The beige crystals occurred after the recrystallization procedurewith the use of 2-propanol. 1H NMR (600 MHz, CDCl3) delta 10.38-10.29 (m, 1H), 8.66-8.62 (m, 1H), 8.53 (d, J 8.5 Hz, 1H),8.31 (d, J 7.8 Hz, 1H), 7.98-7.95 (m, J 8.6 Hz, 1H), 7.95-7.90 (m,J 3.4 Hz, 1H), 7.51 (td, J 7.3, 4.9 Hz, 1H), 3.91 (s, 1H), 2.47 (s, 1H).13C NMR (151 MHz, CDCl3) delta 167.22, 162.35, 150.11, 148.53, 140.62,138.15, 132.11, 129.18, 127.13, 127.07, 125.77, 122.87, 120.01, 77.58,77.37, 77.16, 52.32, 17.96. FT-IR (KBr, cm-1): 3435 n(O-H KBr), 3342n(N-H), 3098, 3062, 2997, 2951, 2905, 2839 n(C-H), 1712, 1698n(C]O), 1609-1440 n(ringC]C), 1292-1095 n(C-O) and (C-N)overlapped, 769, 684, 622 d(C-H ringC]C)oop.

The synthetic route of 18595-14-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kwiatek, Dorota; Kubicki, Maciej; Skokowski, Przemys?aw; Gruszczy?ska, Joanna; Lis, Stefan; Hnatejko, Zbigniew; Journal of Molecular Structure; vol. 1178; (2019); p. 669 – 681;,
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Adding some certain compound to certain chemical reactions, such as: 369-26-6, name is Methyl 3-amino-4-fluorobenzoate, 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 369-26-6. 369-26-6

Step 2: Preparation of methyl 4-fluoro-3-(methylsulfonamido)benzoate (55) A solution of methyl 3-amino-4-fluorobenzoate (0.970 g, 5.73 mmol) in dry pyridine (12 ml), was cooled to 0¡ã C. and methanesulfonyl chloride (0.577 ml, 7.45 mmol) was added drop wise. The resulting mixture was allowed to warm to room temperature and stirred for 3 hours. The solvent was evaporated and the residue was partitioned between DCM and aq. NaHCO3 sat. sol. The organic layer was washed with brine and dried over Na2SO4; the solvent was evaporated and the residue was purified by flash chromatography on silica gel column (ethyl acetate:petroleum ether: 35:65) affording methyl 4-fluoro-3-(methylsulfonamido)benzoate as an off white powder (0.400 g, 1.618 mmol, 28.2percent yield, MS/ESI+ 248.1 [MH]+).

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 Methyl 3-amino-4-fluorobenzoate.

Reference:
Patent; CHIESI FARMACEUTICI S.p.A.; ARMANI, Elisabetta; Amari, Gabriele; Esposito, Oriana; Carzaniga, Laura; Capaldi, Carmelida; US2014/155391; (2014); A1;,
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A common compound: 18013-97-3, name is Diethyl 2,5-dibromoterephthalate, belongs to esters-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 18013-97-3

Under nitrogen protection,Diethyl 2,5-dibromoterephthalate (2g, 5.26mmol), compound 1 (7.03, 13.68mmol), and dry toluene (40mL) were added to a 100mL two-necked flask, and nitrogen was bubbled through to remove it. After half an hour of oxygen, Pd (PPh3) 4 (116 mg, 0.1 mmol) was quickly added, and the reaction solution was heated to 110 C and refluxed for 24 hours. After the reaction was stopped, the reaction solution was cooled to room temperature, and the toluene solvent was distilled off with a rotary evaporator. It was then separated and purified with a chromatography column using petroleum ether / dichloromethane as the eluent (volume ratio of 3: 2) to obtain Compound 2 (2.85 g, 81.2%) as a brown solid.

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, 18013-97-3, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing University of Science and Technology; Yu Jiangsheng; Tang Weihua; Zhang Zhuohan; Liu Xin; Zhou Jie; Geng Renyong; Yang Linqiang; (25 pag.)CN110606856; (2019); A;,
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105-53-3, A common compound: 105-53-3, name is Diethyl malonate, belongs to esters-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Diethyl malonate (20 g, 0.125 mol), triethylamine (25.3 g, 0.25 mol), magnesium chloride (11.9 g, 0.125 mol), acetonitrile (200 ml) were placed in a reaction flask, and the temperature was lowered to -5. C, slowly add acetyl chloride (10g, 0.125mol), temperature control -5C, about 30min drop, after lh incubation, rose to room temperature for 8h. After TLC monitoring reaction, adjust the pH to about 3 with 1N HCl, extract twice with ether, combine the organic phase, wash with 1N HCl, no Dry with sodium sulfate, evaporated to dryness, and the residue was dissolved with DMF.Add bromoethane (16.2 g, 0.148 mol), potassium carbonate (21 g, 0.149 mol), potassium iodide (2.1 g, 0.012 mol), and react at 60 C for 2 h. After the reaction was completed by TLC, the reaction mixture was cooled to room temperature and water was added. , ether, stirring, layering,The organic layer was washed with saturated brine.Dry and evaporate to give a yellow oil, 22 g.Purification by column chromatography gave 7.4 g of pale yellow oil.Yield: 25.8 %.

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, Diethyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shenyang Hainuowei Pharmaceutical Technology Co., Ltd.; Wang Shaojie; Mao Qing; Zhang Bing; (30 pag.)CN110156698; (2019); A;,
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