Esters-buliding-blocks

140-39-6, Adding some certain compound to certain chemical reactions, such as: 140-39-6, name is p-Tolyl Acetate, 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 140-39-6.

General procedure: Powdered anhydrous AlCl3 (186 g, 1.4 mol) was added little by little to acetic acid phenyl ester b1 (95.3 g, 0.7 mol) in a round-bottomed flask in an ice-water bath. The resultant mixture was heated to 120 C for 6 h in an oil bath. Then the reaction mixture was added a lot of crushed ice for hydrolysis. The new formed organic layer in the reaction mixture was extracted by EtOAc, dried over anhydrous Na2SO4, and filtered off by suction filtration. The solvent was removed under reduced pressure to give the crude product, which was then purified by chromatography on silica using petroleum ether/ethyl acetate as the eluent. o-hydroxyacetophenone c1 (20.1 g, 21%) was obtained

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 140-39-6.

Reference:
Article; Tu, Qi-Dong; Li, Ding; Sun, Yao; Han, Xin-Ya; Yi, Fan; Sha, Yibamu; Ren, Yan-Liang; Ding, Ming-Wu; Feng, Ling-Ling; Wan, Jian; Bioorganic and Medicinal Chemistry; vol. 21; 11; (2013); p. 2826 – 2831;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 28868-76-0, name is Dimethyl 2-chloromalonate, 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 28868-76-0, 28868-76-0

a) Dimethyl (o-methylthio)phenoxymalonate was obtained from dimethyl chloromalonate and (o-methylthio)phenol in analogy to Example 1, paragraph c). From 17 g of (o-methylthio)phenol there were obtained 23 g of malonate from toluene-hexane.

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, Dimethyl 2-chloromalonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; US5292740; (1994); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common heterocyclic compound, 33993-24-7, name is Cyclopropanecarboxylic anhydride, molecular formula is C8H10O3, 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. 33993-24-7.

General procedure: To a stirred solution of 7 (107 mg, 0.20 mmol), TEA (82 muL,0.60 mmol) and DMAP (10 mg, 0.08 mmol) in dry DCM (10mL) acetic anhydride (57 muL, 0.60 mmol) was added dropwiseat 0 C. Then, the reaction mixture was allowed to stir at roomtemperature overnight. The mixture was concentrated anddiluted with H2O (20 mL) and extracted with EtOAc (2¡Á10mL). The combined organic layers were washed with H2O(2¡Á20 mL), brine (20 mL), and dried over Na2SO4. The mixturewas cooled to room temperature, slowly diluted with H2O(100 mL) and extracted with EtOAc (2¡Á100 mL). The combinedorganic layers were washed with H2O (2¡Á150 mL), brine(150 mL), dried over Na2SO4 and concentrated. The residuewas purified by flash chromatography using 5% EtOAc inpetroleum ether to yield 77 mg (0.13 mmol, 65%) of product asa white pure solid.

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

Reference:
Article; Wang, Xiao-Yin; Zhang, Shu-Yong; Li, Jing; Liu, Hua-Nan; Xie, Xin; Nan, Fa-Jun; Acta Pharmacologica Sinica; vol. 35; 11; (2014); p. 1463 – 1472;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

4606-07-9, A common compound: 4606-07-9, name is Ethyl cyclopropanecarboxylate, 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.

Example 126a 3-Cyclopropyl-3-oxopropanenitrile 126a To a solution of acetonitrile (0.34 mL, 6.58 mmol) in THF (3 mL) at -78 C. under N2 protection was added lithium di-i-propylamide (3.3 mL, 2M in THF, 6.58 mmol) drop-wise. The reaction mixture was stirred at -78 C. for 3 h. Then ethyl cyclopropanecarboxylate (0.50 g, 4.38 mmol) in THF (2 mL) was added and the mixture was allowed to warm to room temperature for a period of 1 h. Water (2 mL) was added and the solvent was removed under reduced pressure. Dichloromethane (2 mL) was added and the pH of the mixture was adjusted to 5 with 2N HCl. It was then extracted with dichloromethane (5 mL*2). The combined organic layer was dried over Na2SO4 and concentrated to afford 126a as a yellow oil, which was used in the next step without further purification.

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 cyclopropanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Wei, BinQing; Young, Wendy B.; US2013/116246; (2013); A1;,
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., 14062-25-0

Synthesis of compound 166.1. To a solution of ethyl 161.1 (5.0g, 20.6 mmol, l .Oeq) in CH2CI2 (50 mL) was added preraformaldehyde (0.938g, 24.69mmol, 1.2eq) followed by tetrabutylammonium chloride (0.571g, 2.05mmol, O. leq), and K2CO3 (6.2g, 45.26mmol, 2.2eq). The reaction was stirred at 60 C 3h. The reaction mixture was quenched with ice cold water and product was extracted with CH2CI2 (50mL x 2). Organic layer were combined and dried over sodium sulphate and concentrated under reduced pressure to obtain 166.1 (2.5g, 47.65%). MS (ES):256.4 m/z [M+H]+.

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; NIMBUS LAKSHMI, INC.; MASSE, Craig E.; GREENWOOD, Jeremy Robert; ROMERO, Donna L.; HARRIMAN, Geraldine C.; WESTER, Ronald T.; SHELLEY, Mee; KENNEDY-SMITH, Joshua Jahmil; DAHLGREN, Markus; WO2015/131080; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

40800-65-5, 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. 40800-65-5 name is Ethyl 4-amino-3-methylbenzoate, 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.

1) 4-amino-3-methylbenzoic acid ethyl ester,The di-tert-butyl dicarbonate and absolute ethanol are stirred at 40 to 50 C for 4 to 6 hours to obtain a mixture I.

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; Shenzhen The Second People Hospital; Tan Hui; Li Weiping; Huang Guodong; (8 pag.)CN109761817; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 24398-88-7 as follows. 24398-88-7

[00457] To a stirred solution of 1.3 M LHMDS (25 mL, 32.7 mmol) in THF (10 mL) was added EtOAc (1.9 g, 21.8 mmol) at -78 C under inert atmosphere. After being stirred for 15 min, ethyl- 3-bromo benzoate (5 g, 21.8 mmol) was added and stirring was continued for 2 h; progress of the reaction was monitored by TLC. The reaction was quenched with aq. NH4C1 (10 mL) and extracted with EtOAc (3 x 20 mL). The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure to obtain the crude product. The crude material was purified by silica gel column chromatography eluting with 4% EtOAc/Hexane to afford compound G (4.5 g, 76.9%) as a mixture with its enolic form as a brown oil. 1H NMR (500 MHz, CDCls): delta 8.07 (s, 1H), 7.86 (d, J= 7.5 Hz, 1H), 7.73-7.69 (m, 1H), 7.37 (t, J= 7.0 Hz, 1H), 4.28-4.26 (m, 2H), 3.92 (s, 2H), 1.24 (t, J= 6.2 Hz, 3H). MS (ESI): m/z 298.8 [M-l].

According to the analysis of related databases, 24398-88-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; COSFORD, Nicholas David, Peter; DHANYA, Raveendra, Panickar; SHEFFLER, Douglas, J.; WO2015/191630; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

14062-25-0, Adding some certain compound to certain chemical reactions, such as: 14062-25-0, name is Ethyl 2-(4-bromophenyl)acetate, 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.

Ethyl (4-bromophenyl)-acetate (100 g, 411 mmol) Z?-(pinacolato)diboron (125.4 g,493.7 mmol) and potassium acetate (125.4 g, 493.7 mmol) were charged to a 2 L round bottom flask. 1,4-Dioxane (1 L) was added and the mixture was stirred under a nitrogen EPO atmosphere for 15 minutes. [1,1 ‘-Z?w-(Diphenylphosphino)-ferrocene]dichloropalladium(II) CH2Cl2 complex (1:1) (3.36 g, 4.11 mmol) was added and the reaction was heated in an 100 0C oil bath for 2 hours. The reaction was determined complete by analytical HPLC. The solution was concentrated under reduced pressure to remove the dioxane and the residue was dissolved in ethyl acetate. The solution was filtered through a 6 x 4 inch silica gel plug with ethyl acetate (1.5 L) as eluant to give ethyl [4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)- phenylj-acetate (117 g, 98%). 1H NMR (400 MHz, DMSO) delta ppm 7.63 (d, 2H5 J= 8 Hz), 7.27 (d, 2H, J= 8 Hz), 4.07 (q, 2H, J= 7 Hz), 3.68 (s, 2H), 1.28 (s, 12H), 1.16 (t, 3H, J= 7 Hz).

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; AXYS PHARMACEUTICALS, INC.; WO2006/86609; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 a stirred solution of methyl 4-amino-5-methylbenzoate (85) (2.48 g, 15 mmol) in 25 mL of AcOH, NBS (3.0 g, 17 mmol)was added portionwise, the mixture was stirred for 1 h, diluted with water, extracted with DCM, washed with a saturated NaHCO3 solution, dried over a2S04, and rotovapped to yield 3.66 g of methyl 4-amino-3-bromo-5-methylbenzoate (86). XH NMR (CDC13, 400 MHz) delta 8.03 (s, 1H), 7.71 (s, 1H), 4.50 (brs, 2H), 3.87 (s, 3H), 2.25 (s, 3H).

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

Reference:
Patent; IVACHTCHENKO, Alexandre, Vasilievich; ALLA CHEM, LLC; IVASHCHENKO, Andrey, Alexandrovich; SAVCHUK, Nikolay, Filippovich; MITKIN, Oleg, Dmitrievich; (98 pag.)WO2017/39791; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

154825-97-5, 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. 154825-97-5 name is Methyl 2-(4-bromophenyl)-2,2-dimethylacetate, 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.

To a 50 mL two neck flask were added methyl 2- (4-bromophenyl) -2-methylpropionate (689 mg, 2.68 mmol) , (R) -tert-butyl 3-oxohexahydroimidazo [1, 5-a] pyrazine-7 (1H) -carboxylate (630 mg, 2.61mmol) , Pd2(dba)3(180 mg, 0.19 mmol) , 2-di-tert-butylphosphino-2′, 4′, 6′-triisopropylbiphenyl (550 mg, 1.26 mmol) , Cs2CO3(173 mg, 0.53 mmol) and 1, 4-dioxane (25 mL) , the mixture was stirred at 90 for 12 hours. After the reaction was completed, the mixture was cooled to rt and filtered. The filter cake was washed with EtOAc (25 mL) . To the filtrate were added EtOAc (75 mL) and water (50 mL) , the mixture was shaken and separated into layers. The water layer was extracted with ethyl acetate (50 mL) . The combined organic phases were dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated in vacuo. The residue was purified by silica gel chromatograph (PE/EtOAc (V/V) = 1.2/1) to give the title compound as a white solid (200 mg, 17.88%) . MS (ESI, pos. ion) m/z: 440.1 [M+Na]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-(4-bromophenyl)-2,2-dimethylacetate, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Xinchang; REN, Qingyun; YAN, Guanghua; GOLDMANN, Siegfried; ZHANG, Yingjun; (253 pag.)WO2019/76310; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics