Month: May 2021

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. 42726-73-8, name is tert-Butyl methyl malonate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 42726-73-8

Sodium hydride (15.6 g) was suspended in 300 mL of tetrahydrofuran under a nitrogen stream, and Compound1 (30 mL) was added dropwise over 30 minutes under ice cooling. After the mixture was stirred under ice cooling for 30minutes, methyl iodide (24.3 mL) was added dropwise, and the mixture was stirred at room temperature for 16 hours.To the reaction solution was added water, and the mixture was extracted with ethyl acetate. The extract was washedwith saturated brine, and dried over anhydrous magnesium sulfate. The solution was concentrated under reducedpressure to obtain Compound 2 (24.76 g). The obtained Compound 2 (24.76 g) was dissolved in tetrahydrofuran (320mL), 1M lithium hydroxide tri-tert-butoxyaluminum (300 mL) was added dropwise over 45 minutes under a nitrogenstream at room temperature, and the mixture was heated at reflux for 2 hours. To the reaction solution was addedsaturated brine, and the mixture was filtered through Celite and washed with ethyl acetate. The filtrate was concentratedunder reduced pressure, to the concentrated residue were added ethyl acetate and water, and the mixture was extractedwith ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. Afterthe solution was concentrated under reduced pressure, the obtained residue was distilled under reduced pressure toobtain Compound 3 (13.52 g).MS (m/z): 175 [M+H]+

According to the analysis of related databases, 42726-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; SARUTA, Kunio; HAYASHI, Norimitsu; SAKURAI, Osamu; SAWAMOTO, Hiroaki; OBOKI, Eri; EP2862856; (2015); 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. 25542-62-5, name is Ethyl 6-bromohexanoate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

Anhydrous LiCl (1.14 g, 26.89 mmol) was dried in a reaction tube at 160 C. for 20 min under high vacuum. Zn powder (1.75 g, 26.89 mmol) was added under argon and the mixture was dried again at 160 C. under high vacuum. The reaction tube was evacuated and filled with argon three times. THF (15 mL) was added and the Zn was activated with 1,2-dibromoethane (0.06 mL, 0.67 mmol) and TMSCl (0.017 mL, 0.13 mmol). Ethyl 6-bromohexanoate (3 g, 13.45 mmol) was added and the reaction mixture was stirred at 55 C. overnight. The solution 1 was carefully separated from excess zinc using a dry syringe. 3-bromobenzaldehyde (1.5 g, 8.1 mmol) was dissolved in THF (5 mL). Pd2(dba)3 (0.074 g, 0.08 mmol) and t-Bu3P (0.162 mL, 0.162 mmol, 1M) was added. The solution of the organozincate compound 1 in THF (1.5 equivalent) was added to the reaction. The mixture was stirred for 30 min at it (room temperature) and then quenched with NH4Cl (aq. sat.: aqueous saturated solution). The mixture was extracted with Et2O. The combined organic phase was dried, concentrated and purified by flash chromatography to give the ester 2 (1.95 g, 7.858 mmol, 97%). 1H NMR (250 MHz, CDCl3): delta=9.96 (s, 1H), 7.60-7.72 (m, 2H), 7.37-7.46 (m, 2H), 4.08 (q, J=7.1 Hz, 2H), 2.66 (t, J=7.5 Hz, 2H), 2.26 (t, J=7.4 Hz, 2H), 1.56-1.71 (m, 4H), 1.26-1.42 (m, 2H), 1.21 (t, J=7.1 Hz, 3H); HRMS (EI+): [M]+ calculated for C15H20O3, 248.1412. found 248.1413.

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; UNIVERSITY DE SANTIAGO DE COMPOSTELA; UNIVERSIDADE DA CORUNA; SERVIZO GALEGO DE SAUDE (SERGAS); PEREZ FERNANDEZ, Roman; SEOANE RUZO, Samuel; MOURINO MOSQUERA, Antonio; MAESTRO SAAVEDRA, Miguel; CASTELAO FERNANDEZ, Jose Esteban; GOGOI, Pranjal; (41 pag.)US2016/297731; (2016); A1;,
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Related Products of 110928-44-4, 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. 110928-44-4, name is trans-Methyl 4-(hydroxymethyl)cyclohexanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

c) Synthesis of /nms- -chloromethyQ Cyclohexane-1 -carboxylic acid methyl ester: jCMX-OMej The hydroxymethyl methyl ester (4 mMole) obtained above is dissolved in chloroform and chilled to – 10. To the chilled solution of the alcohol is added thionylchloride ( 10 mMole) in aliquots over 30min., following which the stirred reaction mixture is allowed to come to room temperature, and left overnight. The reaction mixture is poured in to water ( l OOmL), and extracted with chloroform, dried over magnesium sulfate and the solvent removed by evaporation to provide the chloromethyl ester.

The synthetic route of trans-Methyl 4-(hydroxymethyl)cyclohexanecarboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THROMBOLTYICS, LLC; CHIBBER, Bakshy, A.; (41 pag.)WO2016/73493; (2016); 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. 609-12-1, name is Ethyl 2-bromo-3-methylbutanoate, A new synthetic method of this compound is introduced below., SDS of cas: 609-12-1

A mixture of 10 g commercially available ethyl-2-bromo isovalerate and 17.8 g sodium iodide in 150 ml acetone are heated to reflux over night. The solvent is removed under reduced pressure. Dichloromethane is added to the residue and the solution is washed with an aqueous solution (10 %) of sodium thiosulfate and brine. The organic layer is dried and the solvent is removed under reduced pressure. 11.34 g (93 %) of the title compound are obtained as a yellowish oil. MS: m/z (M+) = 255.9

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; 4SC AG; WO2009/24613; (2009); A1;,
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Related Products of 4891-38-7, 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. 4891-38-7, name is Methyl Phenylpropiolate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A 25 mL Schlenk tube equipped with a magnetic stirringbar was charged with I2 (12.7 mg, 0.05 mmol), substituted thiol1 (0.5 mmol) and alkyne 2 (0.75 mmol). The tube was evacuatedtwice and backfilled with nitrogen, and DTBP (2.5 mmol)was added into the tube under nitrogen atmosphere. The tubewas sealed with a balloon and the mixture was stirred undernitrogen atmosphere at 110 C for 18 h. Upon completion of thereaction, the resulting solution was cooled to r.t., and thesolvent was removed with the aid of a rotary evaporator. Theresidue was purified by column chromatography on silica gel(PE-EtOAc) to give 3.

The synthetic route of Methyl Phenylpropiolate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yan, Kelu; Yang, Daoshan; Zhang, Mengqi; Wei, Wei; Liu, Yao; Tian, Laijin; Wang, Hua; Synlett; vol. 26; 13; (2015); p. 1890 – 1894;,
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Application of 14062-25-0, 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. 14062-25-0, name is Ethyl 2-(4-bromophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of ester (20 mmol, 1.0 equiv) in toluene (40 mL) was addedparaformaldehyde (1.80 g, 60 mmol, 3.0 equiv), K2CO3 (8.29 g, 60 mmol, 3.0 equiv),n-Bu4NI (370.0 mg, 1.0 mmol, 0.05 equiv). The reaction mixture was heated to 60 Covernight. After the finish of reaction monitored by TLC, the reaction was cooled toroom temperature, water was added and the aqueous layer was extracted with Et2O(40 mL ¡Á 3). The combined organic layer was dried over anhydrous Na2SO4,concentrated in vacuo. The resulting residue was purified by column chromatographyto give the corresponding acrylate intermediate as a colorless oil. Then, a solution ofsubstituted amine (20 mmol, 2.0 equiv)in THF (13.0 mL) at 0C was added a solutionof corresponding acrylate (10 mmol, 1.0 equiv) in THF (7.0 mL) via addition funnel.The reaction mixture was allowed to warm to ambient temperature then stirred atroom temperature for 24h, and concentrated under vacuum. The resulting residue waspurified by column chromatography to give the corresponding intermediate as a oil.Then to a solution of the oil in dichloromethane (20.0 mL) were added di-tert-butyldicarbonate (2.40 g, 11 mmol) and DMAP (122.0 mg, 1 mmol), and the mixture wasstirred at room temperature for 24h. Saturated aq. NH4Cl was added to the mixtureand the resulting mixture was extracted with dichloromethane. The combined organiclayer was washed with brine, dried over Na2SO4, filtered and evaporated in vacuo.The resulting residue was purified by column chromatography to give thecorresponding intermediate as a colorless oil. Then to a solution of the resulting oil inTHF/H2O (5 mL/5 mL) was added LiOH (1.20 g, 50 mmol, 5 equiv). The reactionmixture was heated at 60 C overnight. After cooling to room temperature, thereaction was acidified using aqueous HCl (6 M), and the aqueous layer was extractedwith Et2O (20 mL ¡Á 3). The combined organic layer was washed with water and brine,dried over Na2SO4, and concentrated in vacuo to give the resulting product 4a-j as acolorless crystal, using for the next step without further purification.

The synthetic route of Ethyl 2-(4-bromophenyl)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guo, Li; He, Gu; Pan, Zhaoping; Wu, Fengbo; Yu, Meng; Zeng, Minghui; European Journal of Medicinal Chemistry; vol. 189; (2020);,
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Related Products of 1000342-11-9, The chemical industry reduces the impact on the environment during synthesis 1000342-11-9, name is Methyl 3-amino-5-bromo-2-methylbenzoate, I believe this compound will play a more active role in future production and life.

Step 1 : Synthesis of methyl 5-bromo-3-(((trans)-4-((tert-butoxycarbonyl) amino)cyclohexyl)-amino)-2-methylbenzoate: [0671] To a stirred solution of methyl 3-amino-5-bromo-2-methylbenzoate (860 g, 3.53 mol) and tert-butyl (4-oxocyclohexyl)carbamate (904.6 g, 4.24 mol) in dichloroethane (1 L), acetic acid (1274 g, 21.23 mol) was added and reaction was stirred at room temperature for 30 minutes. Then sodium triacetoxyborohydride (2250 g, 10.61 mol) was added at 0 C and reaction was stirred at room temperature for 16 hours. On completion (monitored by TLC), reaction was quenched with aqueous sodium bicarbonate, the organic layer was separated and the aqueous layer was extracted with dichloromethane (1.5 L X 3). The combined organic layers were dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude compound was purified by silica gel column chromatography (100-200 mesh size) eluting with 2, 4, 6 & 8% ethyl acetate in hexane to remove maximum cis isomer. This afforded 945 g of mixture of cis and trans isomers (40:60 by HPLC). The trans isomer was purified by repetitive recrystazlisation with ethyl acetate: hexane (1 :2) to afford 480 g of pure trans isomer as white solid with 99% purity.

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 3-amino-5-bromo-2-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; WO2015/10049; (2015); A1;,
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Application of 1459-96-7, 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 1459-96-7 as follows.

A solution of dimethyl bicyclo[2.2.2]octane-l,4-dicarboxylate (58.0 g, 0.25 mol) in methanol (600 mL) was heated under reflux. To this solution was added a solution of potassium hydroxide (9.8 g, 0.175 mol) in methanol (100 mL) and water (12 mL) over 30 minutes. The reaction mixture was refluxed for 24 h. The solvent was then removed and the residue was diluted with water. The aqueous solution was extracted with ethyl acetate (2 x200 mL) to recover starting material (22.0 g), and the aqueous layer was acidified to pH 3 by addition of hydrochloric acid. A precipitate was formed and extracted with ethyl acetate (3 x 300 mL). The combined extracted were washed with brine, dried over sodium sulfate and concentrated to give the titled product (30.0 g, 0.14 mol, 55 % yield).1H NMR(400 MHz, CDCI3) delta ppm 3.65 (s, 3H), 1.81 (s. 12H); MS (ESI) m/z 211.3 [M-H]”.

According to the analysis of related databases, 1459-96-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; BENNETT, Brydon, L.; ELSNER, Jan; ERDMAN, Paul; HILGRAF, Robert; LEBRUN, Laurie, Ann; MCCARRICK, Meg; MOGHADDAM, Mehran, F.; NAGY, Mark, A.; NORRIS, Stephen; PAISNER, David, A.; SLOSS, Marianne; ROMANOW, William, J.; SATOH, Yoshitaka; TIKHE, Jayashree; YOON, Won, Hyung; DELGADO, Mercedes; WO2012/145569; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 653-92-9, name is Methyl 2-bromo-4-fluorobenzoate, 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 653-92-9, Safety of Methyl 2-bromo-4-fluorobenzoate

Under a nitrogen atmosphere, a solution of compound 46 (11 g, 47.30 mmol) in 210 mL of toluene was added to 12 mL of water, K3PO4 (20 g, 94.59 mmol) and ethylboronic acid (7 g, 94.59 mmol), followed by the addition of Pd(OAc)2 (149 mg, 0.66 mmol). The mixture was heated to 100C, reacted for 3 hours, and then cooled to room temperature. After filteration, the filter cake was washed with ethyl acetate, and the organic phase was collected and purified by column to obtain a total of 8.3 g of the title compound 47 with a yield of 96.6%.

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; Shenzhen Targetrx, Inc.; WANG, Yihan; LI, Huanyin; (30 pag.)EP3415518; (2018); A1;,
Ester – Wikipedia,
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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. 6065-82-3, name is Ethyl diethoxyacetate, A new synthetic method of this compound is introduced below., name: Ethyl diethoxyacetate

General procedure: A mixture of the appropriate nitrile (4, 2 mmol), hydroxylamine50% (0.132 g, 2 mmol), and a catalytic amount of AcOH was stirredat 150 C for 40 min. After nearly complete conversion to thecorresponding amidoxime, as was indicated by TLC monitoring, theappropriate 2,2-dialkoxyacetate (6, 2 mmol) and K2CO3 (0.276 g,2 mmol) were added to the reaction mixture which was stirred at100 C for further 6 h. After completion of the reaction as indicatedby TLC, the reaction mixture was cooled to room temperature andthe residue was purified by column chromatography using n-hexane-EtOAc (6:1) as eluent. The solvent was removed, and the product was obtained.

The synthetic route of 6065-82-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Adib, Mehdi; Saeedi, Sara; Soheilizad, Mehdi; Bayanati, Maryam; Tajbakhsh, Mahmood; Amanlou, Massoud; Journal of Chemical Research; vol. 40; 5; (2016); p. 314 – 317;,
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