Category: esters-buliding-blocks

Reference of 13078-21-2, The chemical industry reduces the impact on the environment during synthesis 13078-21-2, name is Ethyl 2-(2-methoxyphenoxy)acetate, I believe this compound will play a more active role in future production and life.

General procedure: A solution of corresponding substituted ethylaryloxyacetate (3a-f, 25 mmol) in ethanol (100 mL) was treated with 10% aqueous sodium hydroxide (9 mmol). After 4 h at room temperature and evaporation under reduced pressure of ethanol, the aqueous phases were acidified at pH 4 with HCl (2 N). Removal of precipitate by filtration yielded the crude acids, which were recrystallized in ethanol to afford substituted aryloxyacetic acid 4a-f, yield 66-90%.

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

Reference:
Article; Zhong, Yan; Xu, Yi; Zhang, Ai-Xia; Li, Xiao-Feng; Xu, Zhao-Ying; Li, Ping; Wu, Bin; Bioorganic and Medicinal Chemistry Letters; vol. 26; 10; (2016); p. 2526 – 2530;,
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Reference of 24393-53-1,Some common heterocyclic compound, 24393-53-1, name is (E)-Ethyl 3-(4-bromophenyl)acrylate, molecular formula is C11H11BrO2, 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.

30 mg (0.02 mmol, 5 mol%) ofpalladiumtetrakis(triphenylphosphine) are added to a solution of 200 mg (0.53 mmol, 1.0 eq.) of methyl[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]octanamide and 204 mg (0.80 mmol, 1.5 eq.) of ethyl 4-bromocinnamate in 3 ml of a mixture of dimethylformamide and of a 2M potassium phosphate solution (6/1). The reaction mixture is stirred at 80C for 2 hours. The reaction is halted by the addition of 5 ml of water and then extraction is carried out with ethyl acetate. The organic phases are combined and dried over sodium sulphate. The solvents are evaporated and then the residue is chromatographed on silica gel (heptane/ethyl acetate 80/20). 145 mg of ethyl 3-(3′-[((methyl)(octanoyl)amino)methyl]biphenyl-4-yl}acrylate are obtained in the form of an oil. Yield = 63%

The synthetic route of 24393-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT, S.N.C.; WO2006/18325; (2006); A1;,
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Electric Literature of 2495-35-4,Some common heterocyclic compound, 2495-35-4, name is Benzyl acrylate, molecular formula is C10H10O2, 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.

General procedure: The catalyst precursor in form of a 0.04 M CuSO4 and 0.004 M CoCl2 solution was added to a solution of the alkene/alkyne compound in methanol. The reaction was started by adding an initial portion of NaBH4, resulting in a color change to black (in situ prepared catalyst) and vigorous gas evolution. Additional portions of NaBH4 were added in intervals of typically three or four minutes. The reaction itself was carried out at room temperature and normal atmosphere. However, generation of heat due to the exothermic character of the reaction usually heated the reaction mixture to 30-40 C. Cooling is generally not necessary in small scale. For large scale reactions a reflux condenser was used. The higher reaction temperature did not influence the reaction yield. The reaction mixture was finally quenched by adding 2 M H2SO4. Work up was carried out by extracting the water/methanol phase with DCM. The catalyst in general stays within the water/methanol layer. Drying the DCM layer with MgSO4 followed by filtration removes all remaining catalyst particles. The drying agent was filtered of and the DCM was removed in vacuo.

The synthetic route of 2495-35-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ficker, Mario; Svenningsen, S°ren W.; Larribeau, Thomas; Christensen, J°rn B.; Tetrahedron Letters; vol. 59; 12; (2018); p. 1125 – 1129;,
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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 20637-08-5 as follows. Application In Synthesis of Methyl 4-(4-methoxyphenyl)butanoate

To a cooled solution of methyl 4- (4-methoxyphenyl) butyrate (3.6 g, 17.3 mmol) in CH2C12 (40 ml) at-78 C under N2 was added dropwise a solution of DIBAL in hexanes (1.0 M, 18.0 ml, 18 mmol). The resulting mixture was stirred at-78 C under N2 for 3 hrs, and then quenched by adding MeOH (-5 ml). The resulting mixture was warmed gradually to room temperature and filtered. The filtrate was concentrated in vacuo to give 4- (4-Methoxy-phenyl)-butyraldehyde as an oil (3.06 g, 100%). lH NMR (CDC13, 300 MHz) 8 1.91 (p, J = 7.5 Hz, 2H), 2.41 (t, J = 7.5 Hz, 2H), 2.58 (t, J = 7.5 Hz, 2H), 3.76 (s, 3H), 6.81 (d, J = 8.4 Hz, 2H), 8.07 (d, J = 8.4 Hz, 2H), 9.73 (s, 1H). The residue was used directly in the next step without any further purification.

According to the analysis of related databases, 20637-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LA JOLLA PHARMACEUTICAL COMPANY; WO2005/82343; (2005); A2;,
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Related Products of 238749-50-3,Some common heterocyclic compound, 238749-50-3, name is Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate, molecular formula is C9H8BrNO2S, 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.

A solution of NaI (1.8 g, 12.3 mmol) in acetone (100 mL) was added dropwise to a stirred solution of N-cMorosuccinirnide (1.6 g, 12.3 mmol) in acetone (30 mL) protected from light, followed after 15 min by the dropwise addition of 2-bromo- thieno[3,2-delta]pyrrole-5-carboxylic acid ethyl ester (2.8 g, 10.3 mmol; see step (a) above) in acetone (100 mL). After 30 min at rt the mixture was poured into Na2S2O3 (aq, 10%, 140 mL) and extracted with EtOAc. The combined extracts were washed with H2O and brine, dried (Na2SO4), concentrated and purified by chromatography to give the sub-title compound (3.78 g, 92%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate, its application will become more common.

Reference:
Patent; BIOLIPOX AB; WO2006/77412; (2006); A1;,
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These common heterocyclic compound, 14062-29-4, name is Ethyl 2-(3-chlorophenyl)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. Product Details of 14062-29-4

General procedure: To a solution of ester 8 (20 mmol) in anhydrous ethyl ether was added ethyl formate (3.2 mL,40 mmol) at 0oC. Then sodium (0.92 g, 40 mmol) was added slowly. The reaction mixture wasstirred at room temperature. After completion of the reaction, the mixture was poured into icewater and extracted with Et2O (3×30 mL). The aqueous phase was acidified with a solution of 2NHCl to PH 3. Followed an extraction with Et2O (3×30 mL) and the organic layers were combined,dried over Na2SO4, filtered and concentrated in vacuum, leading to aldehyde 9 as a yellow oil which was used in the next step without further purification. Then 9 was dissolved in anhydrousdichloromethane and p-methoxyaniline (2.95 g, 24 mmol) was added, the reaction mixture wasstirred overnight at room temperature, the solvent was evaporated and the residue was subjected tochromatography to afford -enamino ester 1.

The synthetic route of Ethyl 2-(3-chlorophenyl)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shu, Chang; Hu, Xiao-Yan; Li, Shuai-Shuai; Yuan, Wei-Cheng; Zhang, Xiao-Mei; Synlett; vol. 25; 13; (2014); p. 1879 – 1882;,
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Adding a certain compound to certain chemical reactions, such as: 10268-71-0, name is Phenyl 2-methoxybenzoate, 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 10268-71-0, category: esters-buliding-blocks

5,6-dihydro-cyclopenta [b] thiophen-4-one (2.1 g, 15.0 mmol) in 15 mL of THF was treated with NaH (60%, 1.5 g, 36 mmol).To the addition of 2-methoxy-benzeneAcid phenyl ester,The reaction mixture was heated to 100 & lt; 0 & gt; C and maintained for 8 hours. The solution was cooled to room temperature and poured into water. The product mixture was acidified with concentrated hydrochloric acid and ethyl acetate (70 mL) was added. The organic layer was collected, treated with brine, dried over MgSO4 (s) and concentrated under reduced pressure. The resulting precipitate was collected and recrystallized from ethanol to give the corresponding 5- (2-methoxy-benzoyl) -5,6-dihydro-cyclopenta [b] thiophen-4-one (2.53 G, 8.3 mmol) as a yellow solid in 59% yield

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, Phenyl 2-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DEVELOPMENT CENTER FOR BIOTECHNOLOGY; LIAO, CHU BIN; CHIANG, CHAO CHENG; YANG, HUEI RU; LIAO, YUAN CHUN; CHEN, PAONIEN; (162 pag.)TWI553010; (2016); B;,
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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. 14062-29-4, name is Ethyl 2-(3-chlorophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 14062-29-4

Part A: Diethyl 2-oxo-3-(3-chlorophenyl)succinate. This compound is prepared according to the method of Klioze and Ehrgott (U.S. Pat. No. 4,216,218) from diethyl oxalate and ethyl (3-chlorophenyl)acetate.

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 14062-29-4.

Reference:
Patent; Moorman, Allan R.; Romagnoli, Romeo; Baraldi, Pier Giovanni; US2003/73733; (2003); 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. 39552-81-3, name is Methyl 2-(4-aminophenyl)acetate, A new synthetic method of this compound is introduced below., Product Details of 39552-81-3

A solution of chloride 19 (992 mg, 5 5 mmol) and aniline 50 (1.99 g, 12.0 mmol) in DMSO (30 mL) was heated at 100 C for 6 h and then 20 C for 16 h. The solution was partitioned between EtOAc (200 mL) and water (200 mL), the organic fraction washed with water (2 x 100 mL), dried, and the solvent evaporated. The residue was chromatographed, eluting with 10% EtOAc/DCM, to give the 1-oxide 51 (1.05 g, 61%) as a yellow solid, mp (EtOAc/DCM) 216-218 C; 1H NMR [(CD3)2SO] delta 10.00 (s, 1 H, NH), 8.24 (d, J = 8 3 Hz, 1 H, H-8″), 7.82 (d, J = 8.4 Hz, 2 H, H-2′, H-6′), 7.79 (dd, J = 8.2, 7.3 Hz, 1 H, H-6″), 7.70 (d, J = 8 2 Hz, 1 H, H-5″), 7.40 (dd, J = 8.3, 7.3 Hz, 1 H, H-7″), 7.22 (d, J = 8 4 Hz, 2 H, H-3′, H-5′), 3.67 (s, 3 H, OCH3), 3.60 (s, 2 H, H-2), 13C NMR [(CD3)2SO] delta 171.7 (C-1), 156.3 (C-3″), 147.9 (C-4a”), 138.1 (C-4′), 135.6 (C-6″), 131.9 (C-8a”), 129.4 (C-2′, C-6′), 128.3 (C-1′), 126.7 (C-5″), 125.5 (C-7″), 119.9 (C-8″), 119.7 (C-3′, C-5′), 51.7 (OCH3), 40.1 (C-2); Anal. calc. for C16H14N4O3: C, 61 9; H, 4.6; N, 18.1; found C, 62 3; H, 4.8; N, 18.1 %.

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; Auckland Uniservices Limited; EP1468688; (2004); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 113100-86-0, A common heterocyclic compound, 113100-86-0, name is Methyl 4-(3-bromopropyl)benzoate, molecular formula is C11H13BrO2, 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.

Step D: 4-(3-{2-[3-(tert-Butyl-dimethyl-silanyloxy)-4-(3-phenoxy-phenyl)-butyl]-5-oxo-pyrrolidin-1-yl}-propyl)-benzoic acid methyl ester. Analogous to the procedure described for Example 1A, Step D, 5-[3-(tert-butyl-dimethyl-silanyloxy)-4-(3-phenoxy-phenyl)-butyl]-pyrrolidin-2-one (200 mg, 0.455 mmol) was alkylated with NaHMDS (1M in THF, 0.55 mL, 0.55 mmol) and 4-(3-bromo-propyl)-benzoic acid methyl ester (128 mg, 0.501 mmol) to yield 4-(3-{2-[3-(tert-butyl-dimethyl-silanyloxy)-4-(3-phenoxy-phenyl)-butyl]-5-oxo-pyrrolidin-1-yl}-propyl)-benzoic acid methyl ester (173.1 mg). 1H NMR (CDCl3) delta7.94 (d, 2H), 7.32 (m, 2H), 7.25-7.19 (m, 3H), 7.09 (m, 1H), 6.98 (d, 2H), 6.88-6.81 (m, 3H), 3.88 (s, 3H), 3.84 (m, 1H), 3.64 (m, 1H), 3.50 (m, 1H), 2.95 (m, 1H), 2.76-2.57 (m, 4H), 2.37 (m, 2H), 2.03 (m, 1H), 1.92-1.67 (m, 3H), 1.56 (m, 1H), 1.46-1.25 (m, 3H), 0.84 (s, 9H), -0.04 (d, 3H), -0.15 (d, 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; Cameron, Kimberly O.; Lefker, Bruce A.; US2002/65308; (2002); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics