Esters-buliding-blocks

3469-00-9, 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. 3469-00-9, name is Methyl Diphenylacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 13: Preparation of 3-(S) – methyl- 2,2- diphenyl-2 -( 1-tosyl pyrrolidin -3- yl) acetate:2,2-diphenyl acetic acid methyl ester (22.6 grams) was added to a stirred suspension of sodium hydride (4 grams of a 60% suspension in oil) in anhydrous toluene (250 ml). The mixture was heated to 55-600C and stirred for 1 hour. The reaction mixture was cooled to 25-300C and 3-(S)-I -tosyl-3-tosyloxypyrrolidine (39.5 grams) was added to the above mixture in portions and the mixture was heated to reflux temperature. The reaction mixture was stirred for 3 hours at reflux temperature. The reaction mixture was cooled to 25-30C and quenched with methanol. The organic layer was washed with 5% aqueous sodium hydroxide then dried with sodium sulphate. Distilled off the toluene under reduced pressure to get solid. The obtained solid was purified by using ethyl acetate to give title compound as crystalline solid.Yield: 25 grams; M.R: 183-186C

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

Reference:
Patent; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; VENKATESH, Mummadi; WO2008/126106; (2008); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

4385-35-7, These common heterocyclic compound, 4385-35-7, name is 3-Isochromanone, 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.

A. o-[(carboxymethyl)benzyl]triphenylphosphonium bromide. 3-Isochromanone (30 g), Mann, F. G. and Stewart, F. H., Journal of the Chemical Society 2819 (1954) is added with swirling to 150 ml of hydrobromic acid (48%) at 80 C. The resulting mixture is then heated on a steam bath with occasional swirling for 10 min and thereafter poured into a mixture of crushed ice and water (750 g). The resulting mixture is then extracted with ethyl acetate and the ethyl acetate extracts washed with a mixture of water and brine (1:1) and dried over magnesium sulfate. Concentration under reduced pressure yields a residue of crude o-(bromomethyl)phenylacetic acid. (Crystallization of the crude product from methylene chloride yields a product with melting point 130-131 C. and a C:H ratio of 46.90:4.09).

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 4385-35-7.

Reference:
Patent; The Upjohn Company; US4281113; (1981); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common heterocyclic compound, 105-53-3, name is Diethyl malonate, molecular formula is C7H12O4, 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. 105-53-3.

A solution of Malonate 2.2 (1 eq) and acid (trifluoroacetic acid) (0.1 eq.) was prepared in acetonitrile (5 volumes) and was added slowly at a rate such that the internal temperature never exceeded 25 C. (time of addition=10-15 minutes). The reaction was complete in two hours at room temperature and achieve an in-solution conversion of 76%

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

Reference:
Patent; OptMed, Inc.; Gondi, Vijaya Bhasker; Reid, John Gregory; US2013/197263; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

89-91-8, 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 89-91-8 as follows.

j00471j A mixture of(4-chloro-3-fluorophenyl)methanamine (2.0 g, 12.5 mmol) and methyl 2,2- dimethoxyacetate (3.4 g, 25.1 mmol) was stirred at 140 C for 1 hour in microwave. On completion, the reaction was diluted with dichloromethane (200 mL) and concentrated under reduced pressure togive compound B-100 (4.9 g, crude) as a yellow gum. LCMS (B): tR = 0.665 mm., (ES) mlz (M+H)=262.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 89-91-8, and friends who are interested can also refer to it.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; McRINER, Andrew, J.; (267 pag.)WO2017/69980; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

2318-25-4, Adding a certain compound to certain chemical reactions, such as: 2318-25-4, name is Ethyl 3-ethoxy-3-iminopropionate hydrochloride, 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 2318-25-4.

To 3-amino-2-chloro-pyridine 1k1 (964 mg, 7.5 mmol, 1 eq) was added imidate 1g2 (1.47 g, 7.5 mmol, 1 eq) in ethanol (15 mL) under a N2 atmosphere. The mixture was stirred at RT for 24 h at which point the reaction was concentrated and purified directly on a silica gel column (eluent: EtOAc/Hexanes (1:9)) to afford adduct 1k2 (1.54 g, 76percent) as a clear oil

According to the analysis of related databases, 2318-25-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2006/19905; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common compound: 764667-64-3, name is 5-(1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione, 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. 764667-64-3

2,4,5-Trifluorophenylacetic acid (2-1) (150 g, 0.789 mol), Meldrum’s acid (125 g, 0.868 mol), and 4- (dimethylamino)pyridine (7.7 g, 0063 mol) were charged into a 5 L three-neck flask. N,N-Dimethylacetamide (DMAc) (525 mL) was added in one portion at room temperature to dissolve the solids. N,N-diisopropylethylamine (282 mL, 1.62 mol) was added in one portion at room temperature while maintaining the temperature below 40 C. Pivaloyl chloride (107 mL, 0.868 mol) was added dropwise over 1 to 2 h while maintaining the temperature between 0 and 5 C. The reaction mixture was aged at 5 C for 1 h. Triazole hydrochloride 1-4 (180 g, 0.789 mol) was added in one portion at 40-50 C. The reaction solution was aged at 70 C for several h. 5% Aqueous sodium hydrogencarbonate solution (625 mL) was then added dropwise at 20 – 45 C. The batch was seeded and aged at 20 – 30 C for 1-2 h. Then an additional 525 mL of 5% aqueous sodium hydrogencarbonate solution was added dropwise over 2-3 h. After aging several h at room temperature, the slurry was cooled to 0 – 5 C and aged 1 h before filtering the solid. The wet cake was displacement-washed with 20% aqueous DMAc (300 mL), followed by an additional two batches of 20% aqueous DMAc (400 mL), and finally water (400 mL). The cake was suction-dried at room temperature.

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, 764667-64-3, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; SOLVIAS AG; WO2005/97733; (2005); 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. 816-27-3, name is Ethyl 2-ethoxy-2-iminoacetate, This compound has unique chemical properties. The synthetic route is as follows., 816-27-3

To a solution of ?ran5-l-amino-3-[tert-butyl(dimethyl)silyl]oxy-5-phenyl-pyrrolidin-2-one (7.0 g, 22.8 mmol) in ethanol (150 mL) was added ethyl 2-ethoxy-2-imino-acetate (6.63 g, 45.7 mmol). The reaction mixture was stirred at 60 C for 16 h and subsequently concentrated under reduced pressure to afford crude trans-ethyl 2-(3-((tert-butyldimethylsilyl)oxy)-2-oxo-5-phenylpyrrolidin-l-yl)amino)- 2-iminoacetate (8.50 g, 92%) as a yellow oil, used in the next step without further purification. LCMS RT= 2.154 min, m/z = 406.3 [M + H]+. LCMS (0 to 60% acetonitrile in water + 0.03% trifluoacetic acid over 3.0 mins) retention time 2.143 min, ESI+ found [M+H] = 406.3.

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; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PATEL, Snahel; HAMILTON, Gregory; ZHAO, Guiling; CHEN, Huifen; DANIELS, Blake; STIVALA, Craig; (358 pag.)WO2019/12063; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

42726-73-8, A common compound: 42726-73-8, name is tert-Butyl methyl 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.

Example 13 L3-(7-Methoxy-indol-1- lY )-3-pyridin-3- T(at)l-propyll-methyl-aznine The synthetic procedure of Example 12 is outlined in Scheme L below. SCHEME L Step; 2-Pyridin-3-ylmethylene-malonic acid tert-butyl ester methyl ester A mixture of pyridine-3-carboxaldehyde (2.72 g), propanedioic acid, 1,1-dimethylethyl methyl ester (4.42 g), piperidine (0.173 g) and benzoic acid (0.155 g) in benzene (100 ml) was heated at reflux with removal of water to a Dean-Stark trap for 12 hours. The cooled mixture was washed with bicarbonate solution, concentrated under vacuum and the residue was purified by column chromatography, eluting with ethyl acetate – hexane (3 : 7) to afford racemic 2-pyridin-3-ylmethylene-malonic acid tert-butyl ester methyl ester as an oil (3.21 g).

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, tert-Butyl methyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F.HOFFMANN-LA ROCHE AG; WO2005/118539; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

14062-24-9, Adding some certain compound to certain chemical reactions, such as: 14062-24-9, name is Ethyl 4-chlorophenylacetate, 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 14062-24-9.

A solution of freshly prepared lithium diisopropylamide (23.0 mL of 0.31M stock solution, 7.13 mmol) cooled to -78 C. was treated with (4-chloro-phenyl)-acetic acid ethyl ester (1.28 g, 6.48 mmol) in tetrahydrofuran/hexamethylphosphoramide (16.1 mL, 3:1). The resulting solution was stirred at -78 C. for 45 min. At this time, the reaction was treated with a solution of iodomethylcyclopentane (1.50 mg, 7.13 mmol) in hexamethylphosphoramide (1 mL). The reaction-mixture was stirred at -78 C. for 4 h. The reaction was warmed to 25 C. and stirred at 25 C. for 16 h. The reaction mixture was then quenched by the dropwise addition of a saturated aqueous ammonium chloride solution (20 mL). This mixture was poured into water (100 mL) and extracted with ethyl acetate (3*50 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 75/25 hexanes/ethyl acetate) afforded 2-(4-chloro-phenyl)-3-cyclopentyl-propionic acid ethyl ester (1.65 g, 90.9%) as a yellow oil: EI-HRMS m/e calcd for C16H21Cl2O2 (M+) 280.1230, found 280.1227.

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 14062-24-9.

Reference:
Patent; Hoffman-La Roche Inc.; US6610846; (2003); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 4630-82-4, name is Methyl cyclohexanecarboxylate, 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. 4630-82-4

60%-NaH (4.65g, 0. 116MOL) was suspended in DME (70mL) and then heated to 70C under reflux. Subsequently, a solution of cyclohexane carboxylic acid methyl ester (5. 00g, 0. 0352MOL) and 2-methyl-3-oxo-butyric acid ethyl ester (90%, 6.20g, 0. 0387MOL) diluted with DME (30mL) was added thereto over 45 minutes and then heated under reflux for 18 hours. After the resulting solution was cooled down to room temperature, the solvent was distilled off under reduced pressure. Then, water (50mL) was added thereto and the resulting solution was stirred for 2 hours. After a 2N HCl solution was added thereto for acidification followed by extraction with ethyl acetate (50MLX 2), the resulting organic layer was washed with a saturated NACI solution (50ML). The organic layer was dried over MGSO4, filtered, and then concentrated under a reduced pressure. The resulting residue was purified by recrystallization from ethyl acetate/n-hexane to obtain white solid (4.80g, 66%). ‘H-NMR (CDCL) ; 6 = 8. 46 (brs, 1H), 6.02 (s, 1H), 2.35 (m, 1H), 1.96 (s, 3H), 1.90- 1. 15 (m, 10H). MS = 209 [M+H], 231 [M+Na]

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 4630-82-4.

Reference:
Patent; C & C RESEARCH LABORATORIES; WO2004/50624; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics