Category: 14062-25-0

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. 14062-25-0, name is Ethyl 2-(4-bromophenyl)acetate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

A solution of 25g ethyl (4-bromophenyl)acetate in100 ml DMF was added dropwise to 13.8 gpotassium-tert.butylate in 150 ml DMF at 0C and stirred for additional 30 minat 0C. Then 18.4 g bromocyclopentane were added dropwise at 0C and the reactionmixture was stirred until reaction completion. The mixture was given on water,extracted with EE, the combined organic layers washed with water and brine,dried with Na2SO4, filtered and evaporated to dryness.Yield: 35.6 g, used without further purification in the next step.

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; Koppitz, Marcus; Braeuer, Nico; Ter Laak, Antonius; Irlbacher, Horst; Rotgeri, Andrea; Coelho, Anne-Marie; Walter, Daryl; Steinmeyer, Andreas; Zollner, Thomas M.; Peters, Michaele; Nagel, Jens; Bioorganic and Medicinal Chemistry Letters; vol. 29; 18; (2019); p. 2700 – 2705;,
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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 14062-25-0 as follows. name: Ethyl 2-(4-bromophenyl)acetate

Step A: Ethyl 2-(4-bromophenv0-2-methylpropanoateTo a stirred solution of ethyl 2-(4-bromophenyl)acetate (10 g, 41 mmol) in THF(80 mL) under nitrogen was added sodium hydride (4.9 g, 60 %, 123 mmol) in portions at 0 C. The resulting solution was stirred at 0 C for 30 minutes before the addition of iodomethane (17 g, 123 mmol) at 0 C. The resulting mixture was stirred at ambient temperature for additional 1 hour before the reaction was quenched with saturated NH4CI aqueous solution (20 mL) at 0 C. The solution was extracted with EtOAc(3xl00 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified by MPLC on silica gel (eluting with 1-2 % EtOAc/hexane) to afford the title compound as a light yellow oil. ? NMR (400 MHz, CDC13) delta 7.46 (d, J= 6.8 Hz, 2H), 7.24 (d, J= 6.8 Hz, 2H), 4.14 (q, J= 7.2 Hz, 2H), 1.58 (s, 6H), 1.20 (t, J= 7.2 Hz, 3H). MS ESI: [M+H]+ m/z 271, 273.

According to the analysis of related databases, 14062-25-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BRUBAKER, Jason; DINSMORE, Christopher J.; HOFFMAN, Dawn Marie; JUNG, Joon; LIU, Duan; PETERSON, Scott; SIU, Tony; TORRES, Luis E.; ZHANG, Hongjun; WEI, Zhongyong; SHI, Feng; WO2013/40863; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. name: Ethyl 2-(4-bromophenyl)acetate

Step 1 :To a solution of ethyl 4-bromophenylacetate (4.5 g, 18.5 mmol) in 40 mL of DMF was added iodomethane (4.03 mL, 64.8 mmol) and sodium t-butoxide (4.45 g, 46.3 mmol). The resulting mixture was stirred at room temperature for 2 h. The reaction was quenched with water, and the mixture was extracted with EtOAc and hexane. The organic layer was separated and washed with saturated sodium bicarbonate solution. The organic layer was separated, dried over MgS04, and concentrated to give ethyl 2-(4-bromophenyl)-2-methylpropanoate (3.64 g, 73%).

The synthetic route of 14062-25-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; SCOTT, Jack, D.; STAMFORD, Andrew, W.; GILBERT, Eric, J.; CUMMING, Jared, N.; ISERLOH, Ulrich; WANG, Lingyan; LI, Wei; WO2011/44187; (2011); A1;,
Ester – Wikipedia,
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Synthetic Route of 14062-25-0, These common heterocyclic compound, 14062-25-0, name is Ethyl 2-(4-bromophenyl)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.

2.0 M LDA in heptane/THF/ethylbenzene (6.0 mL, 12 mmol) was slowly added to a solution of ethyl (4-bromophenyl)acetate (2.43 g, 10.0 mmol) in THF (20 mL) at -78 C. and then the mixture was stirred for 30 min. Methyl iodide (0.93 mL, 15 mmol) was added at -78 C. and then the reaction was stirred for an additional 30 min. Saturated NH4Cl aq. was added to quench the reaction. The mixture was extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with ethyl acetate in hexane (0-10%) to afford the desired product (2.0 g).

The synthetic route of 14062-25-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YAO, Wenqing; ZHANG, Colin; XU, Meizhong; ZHUO, Jincong; HE, Chunhong; US2012/165305; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products 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.

Example 14A Ethyl 1-(4-bromophenyl)cyclopropanecarboxylate 1.45 g (36.2 mmol) of sodium hydride in mineral oil (60% pure) were initially charged in 100 ml of DMF. A mixture of 4.0 g (16.5 mmol) of ethyl (4-bromophenyl)acetate and 6.5 g (34.6 mmol) of 1,2-dibromoethane was dissolved in 50 ml of THF and slowly added dropwise. The mixture was stirred at RT overnight. The reaction mixture was diluted with ethyl acetate and washed with water and saturated sodium chloride solution. The organic phase was separated off, dried over magnesium sulphate and filtered, and the filtrate was concentrated. The residue was purified by preparative HPLC [Reprosil C18, 10 mum, 250 mm*40 mm (30% methanol/70% water to 100% methanol) over a run time of 25 min]. After HPLC control, the product-containing fractions were combined and concentrated. This gave 1.15 g (26% of theory) of a liquid. GC-MS [Method 5]: Rt=5.45 min; MS(ESIpos): m/z=268/270 (M+) 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=1.09 (t, 3H), 1.16-1.20 (m, 2H), 1.46-1.50 (m, 2H), 4.02 (q, 2H), 7.26-7.31 (m, 2H), 7.47-7.51 (m, 2H)

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

Reference:
Patent; Bayer Pharma Aktiengesellschaft; BECKER-PELSTER, Eva Maria; BUCHGRABER, Philipp; BUCHMUeLLER, Anja; ENGEL, Karen; GNOTH, Mark Jean; HIMMEL, Herbert; KAST, Raimund; KELDENICH, Joerg; KLAR, Juergen; KNORR, Andreas; LANG, Dieter; LINDNER, Niels; SCHMECK, Carsten; SCHOHE-LOOP, Rudolf; TINEL, Hanna; TRUeBEL, Hubert; WUNDER, Frank; (97 pag.)US2016/318866; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 14062-25-0, name is Ethyl 2-(4-bromophenyl)acetate, A new synthetic method of this compound is introduced below., Formula: C10H11BrO2

A solution of 25g ethyl (4-bromophenyl)acetate in100 ml DMF was added dropwise to 13.8 gpotassium-tert.butylate in 150 ml DMF at 0C and stirred for additional 30 minat 0C. Then 18.4 g bromocyclopentane were added dropwise at 0C and the reactionmixture was stirred until reaction completion. The mixture was given on water,extracted with EE, the combined organic layers washed with water and brine,dried with Na2SO4, filtered and evaporated to dryness.Yield: 35.6 g, used without further purification in the next step.

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; Koppitz, Marcus; Braeuer, Nico; Ter Laak, Antonius; Irlbacher, Horst; Rotgeri, Andrea; Coelho, Anne-Marie; Walter, Daryl; Steinmeyer, Andreas; Zollner, Thomas M.; Peters, Michaele; Nagel, Jens; Bioorganic and Medicinal Chemistry Letters; vol. 29; 18; (2019); p. 2700 – 2705;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 14062-25-0, name is Ethyl 2-(4-bromophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Ethyl 2-(4-bromophenyl)acetate

Example 13A Ethyl 2-(4-bromophenyl)-2-methylpropanoate 2.0 g (8.2 mmol) of ethyl (4-bromophenyl)acetate were dissolved in 50 ml of DMF, and 0.7 g (18 mmol) of sodium hydride in mineral oil (60%) were added at RT. The mixture was stirred at RT for 30 minutes, after which 2.9 g (20.6 mmol) of iodomethane were added. The mixture was then stirred at RT overnight. The mixture was diluted with ethyl acetate and extracted first with water and then with saturated sodium chloride solution. The organic phase was separated off, dried over magnesium sulphate and filtered, and the filtrate was concentrated. The residue was purified by preparative HPLC [Reprosil C18, 10 mum, 250 mm*40 mm (30% methanol/70% water to 100% methanol) over a run time of 25 min]. After HPLC control, the product-containing fractions were combined and concentrated. This gave 1.75 g (78% of theory) of an oil. GC-MS [Method 5]: Rt=5.10 min; MS(ESIpos): m/z=270/272 (M+) 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=1.11 (t, 3H), 1.48 (s, 6H), 4.06 (q, 2H), 7.24-7.29 (m, 2H), 7.50-7.54 (m, 2H)

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 14062-25-0.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; BECKER-PELSTER, Eva Maria; BUCHGRABER, Philipp; BUCHMUeLLER, Anja; ENGEL, Karen; GNOTH, Mark Jean; HIMMEL, Herbert; KAST, Raimund; KELDENICH, Joerg; KLAR, Juergen; KNORR, Andreas; LANG, Dieter; LINDNER, Niels; SCHMECK, Carsten; SCHOHE-LOOP, Rudolf; TINEL, Hanna; TRUeBEL, Hubert; WUNDER, Frank; (97 pag.)US2016/318866; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 14062-25-0, name is Ethyl 2-(4-bromophenyl)acetate, A new synthetic method of this compound is introduced below., Product Details of 14062-25-0

Step A: Ethyl 2-(4-bromophenv0-2-methylpropanoateTo a stirred solution of ethyl 2-(4-bromophenyl)acetate (10 g, 41 mmol) in THF(80 mL) under nitrogen was added sodium hydride (4.9 g, 60 %, 123 mmol) in portions at 0 C. The resulting solution was stirred at 0 C for 30 minutes before the addition of iodomethane (17 g, 123 mmol) at 0 C. The resulting mixture was stirred at ambient temperature for additional 1 hour before the reaction was quenched with saturated NH4CI aqueous solution (20 mL) at 0 C. The solution was extracted with EtOAc(3xl00 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified by MPLC on silica gel (eluting with 1-2 % EtOAc/hexane) to afford the title compound as a light yellow oil. ? NMR (400 MHz, CDC13) delta 7.46 (d, J= 6.8 Hz, 2H), 7.24 (d, J= 6.8 Hz, 2H), 4.14 (q, J= 7.2 Hz, 2H), 1.58 (s, 6H), 1.20 (t, J= 7.2 Hz, 3H). MS ESI: [M+H]+ m/z 271, 273.

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; MERCK SHARP & DOHME CORP.; BRUBAKER, Jason; DINSMORE, Christopher J.; HOFFMAN, Dawn Marie; JUNG, Joon; LIU, Duan; PETERSON, Scott; SIU, Tony; TORRES, Luis E.; ZHANG, Hongjun; WEI, Zhongyong; SHI, Feng; WO2013/40863; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 14062-25-0, name is Ethyl 2-(4-bromophenyl)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 14062-25-0, Application In Synthesis of Ethyl 2-(4-bromophenyl)acetate

To a solution of 6-(((2S,4R)-1-acetyl-2-methyl-6-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)-1 ,2,3,4-tetrahydroquinolin-4-yl)amino)nicotinonitrile (for a preparation see Intermediate 5) (1 .67 g, 3.86 mmol), ethyl 2-(4-bromophenyl)acetate (1.127 g, 4.64 mmol) and potassium carbonate (1.602 g, 1 1 .59 mmol) in toluene (10 mL) and ethanol (10.0 mL) was added tetrakis(triphenylphosphine)palladium(0) (0.446 g, 0.386 mmol) under nitrogen. The reaction mixture heated at 100 C for 1 h, then partitioned between EtOAc and water. The layers were separated and the aqueous phase was extracted with EtOAc (x3). The combined organic layers were washed with brine, dried (MgS04), filtered and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (25g), eluting with an EtOAc / cyclohexane gradient (10 to 80%). The appropriate fractions were combined and concentrated in vacuo to give ethyl 2-(4-((2S,4/?)-1-acetyl-4- ((5-cyanopyridin-2-yl)amino)-2-methyl-1 ,2,3,4-tetrahydroquinolin-6-yl)phenyl)acetate (752 mg, 42%) as a viscous colourless oil. LCMS (Formate, 2min), Rt=1 .10min, MH+ = 469.

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; GLAXOSMITHKLINE LLC; AMANS, Dominique; DEMONT, Emmanuel Hubert; MITCHELL, Darren Jason; WATSON, Robert J; WO2012/143413; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics