Esters-buliding-blocks

Reference of 2905-67-1, 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 2905-67-1 as follows.

Step A: Preparation of 1 -(3,5 -dichlorophenyl)-3 -(2-fluorophenyl)- 1,3 -propanedioneTo a solution of tetrahydrofuran (20 mL) and sodium hydride (60% dispersion in mineral oil, 0.35 g, 8.7 mmol) was added 2?-fluoroacetophenone (0.59 mL, 4.9 mmol), followed by 3,5-dichlorobenzoic acid methyl ester (1.0 g, 4.9 mmol). The mixture was heated at reflux for 24 h. After cooling to ambient temperature, 1 N aqueous hydrochloricacid was added, and the mixture was extracted three times with dichloromethane. The extracts were combined, dried with Mg504 and filtered. The filtrate was concentrated to give a tan solid (1.8 g), which was used without further purification.

According to the analysis of related databases, 2905-67-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; SELBY, Thomas Paul; TRAVIS, David Andrew; DEPREZ, Nicholas Ryan; SATTERFIELD, Andrew Duncan; WO2015/167795; (2015); A1;,
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Electric Literature of 13831-03-3, A common heterocyclic compound, 13831-03-3, name is tert-Butyl propiolate, molecular formula is C7H10O2, 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 suspension of copper(I) iodide (335 mg) in tetrahydrofuran (100 mL) was added t-butyl prpiolate (3.63 mL), diisopropylethylamine (4.62 mL) and a solution of 5(R)-azidomethyl-3-[4-(1-cyanocyclopropan-1-yl)phenyl]oxazolidin-2-one (5.00 g) in tetrahydrofuran (10 mL), the mixture was stirred at room temperature for 2.5 hours, and then concentrated in vacuo. After dilution of the residue with ethyl acetate, the resulting precipitates were filtered off, and then concentrated in vacuo. Treatment of the residue with ethyl acetate gave t-butyl 1-[5(R)-3-[4-(1-cyanocyclopropan-1-yl)phenyl]-2-oxooxazolidin-5-ylmethyl]-1,2,3-triazole-4-carboxylate (6.85 g). [0423] MS (EI+) m/z: 409 (M+). [0424] HRMS (EI+) for C21H23N5O4 (M+): calcd, 409.1750; found, 409.1729.

The synthetic route of 13831-03-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fukuda, Yasumichi; US2003/225107; (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. 4341-76-8, name is Ethyl 2-butynoate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

Step A: (Z)-methyl pent-2-enoate To a mixture of ethyl but-2-ynoate (50 g, 446 mmol) and Lindlar catalyst (9.49 g, 4.46 mmol) in 1 L round-bottom flask THF (1013 mL) and pyridine (101 mL) were added. The reaction mixture was degassed and purged with nitrogen (5*). The reaction was then blanked with a hydrogen balloon. After about 48 h the suspension was filtered through a pad of Celite washing with THF (3*100 mL). The THF was removed in vacuo at about 40 C. and 200 mbar. The residue was diluted with Et2O (1 L) and washed with water (3*200 mL) followed by 20% CuSO4 aqueous solution (5*200 mL) followed by water (3*150 mL) and dried over MgSO4, filtered and the solvent was removed in vacuo at about 40 C. and 200 mbar to give (Z)-methyl pent-2-enoate (45.3 g, 89%) as an oil. 1H NMR (400 MHz, CDCl3) delta 6.34-6.30 (m, 1H), 5.82-5.75 (m, 1H), 4.20-4.14 (m, 2H), 2.14 (dd, 3H), 1.31-1.27 (m, 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; ABBVIE INC.; Wishart, Neil; Bonafoux, Dominique F.; Frank, Kristine E.; Hobson, Adrian D.; Konopacki, Donald B.; Martinez, Gloria Y.; Wang, Lu; US2013/72470; (2013); A1;,
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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. 55666-43-8, name is tert-Butyl 3-bromopropanoate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 55666-43-8

Intermediate 35: tert-butyl 3-f7-famino(hvdroxyimino)methvn-3,4-dihydroisoquinolin- 2(1 hP-ylipropanoateStep 1 : tert-butyl 3-(7-cyano-3,4-dihydroisoquinolin-2(1 H)-yl)propanoate; 7-Cyano-1 ,2,3,4-tetrahydroisoquinoline (7 g; 44.25 mmol; 1 eq.) and K2CO3 (7.34 g; 53.1 mmol; 1.2 eq) were suspended in CH3CN (280 ml_). te/f-Butyl 3-bromopropionate (7.77 ml 46.46 mmol; 1.05 eq.) was added. The reaction mixture was heated to 700C for 24 hours. As the reaction was not complete, tert-butyl 3-bromopropionate (3.70 ml 22.12 mmol; 0.50 eq.) and K2CO3 (3.06 g; 22.12 mmol; 0.5 eq) were added and the mixture was stirred at 70 0C for additional 48 hours. Solvents were removed under vacuum and the solid residue was partitioned between NaHCO3 sat (100 ml.) and EtOAc (200 ml_). The organic layer was then washed with brine and dried over magnesium to give the title compound as a yellow oil (1 1.9 g; 93.9 %). It was used in the next step without further purification. 1H NMR: (DMSO-dbeta, 400MHz) delta 7.57-7.54 (m, 2H), 7.32-7.29 (m, 1 H), 3.59 (s, 2H), 2.87-2.83 (t, J = 5.94 Hz, 2H), 2.74-2.66 (m, 4H), 2.46-2.42 (t, J = 7.01 Hz, 2H), 1.39 (s, 9H). UPLC/MS: 287.1 (M+H)+. HPLC (Method A) Rt 2.37 min (Purity: 96.4 %).

According to the analysis of related databases, 55666-43-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SERONO S.A.; QUATTROPANI, Anna; BAKER-GLENN, Charles; BLACKABY, Wesley; KNIGHT, Chris; WO2010/142628; (2010); A1;,
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Synthetic Route of 103-26-4, 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. 103-26-4, name is Methyl cinnamate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1,8-Diazabicyclo[5.4.0]undec-7-ene (0.28 ml, 1.85 mmol, 3.0 eq) wasadded to a solution of (E)-3-Phenyl-acrylic acid methyl ester (100 mg, 0.62mmol, 1.0 eq) in methanol (0.35 mL). The resulting solution was stirred at roomtemperature and hydroxylamine in aqueous solution 50% (0.38 ml, 6.17 mmol, 10.0eq) was added. After 30 minutes the reaction was stopped and purified bypreparative HPLC to afford (E)-N-Hydroxy-3-phenyl-acrylamide(92 mg, 0.56 mmol, 91%) as an off-whitesolid: MS ES+ m/z 164.35(M+H)+; 1H NMR (400 MHz, DMSO-d6) delta 10.67 (s, 1H), 7.56 (d, J = 7.2 Hz, 2H), 7.48(d, J = 15.8 Hz, 1H), 7.44 – 7.30 (m, 3H), 6.51 (d, J = 15.8 Hz,1H) ; 13C NMR (101 MHz, DMSO-d6) delta 163.0, 138.6, 135.0, 129.7, 129.1, 127.7, 119.

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

Reference:
Article; Beillard, Audrey; Bhurruth-Alcor, Yushma; Bouix-Peter, Claire; Bouquet, Karinne; Chambon, Sandrine; Clary, Laurence; Harris, Craig S.; Millois, Corinne; Mouis, Gregoire; Ouvry, Gilles; Pierre, Romain; Reitz, Arnaud; Tomas, Loic; Tetrahedron Letters; vol. 57; 20; (2016); p. 2165 – 2170;,
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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 2905-67-1 as follows. Computed Properties of C8H6Cl2O2

Methyl 3,5-dichlorobenzoate (2-D) (1.07 g, 5.0 mmol) was suspended in a vigorously stirring solution of methylamine (40%/H20, 5.0 mL). After heating gently for 10 min, the mixture was stirred at room temperature for 18 h. The mixture was extracted with methylene chloride and the extract dried (MgS04) to provide 3,5-dichloro-N-methylbenzamide (2-E).

According to the analysis of related databases, 2905-67-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2005/97759; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 57486-67-6, A common heterocyclic compound, 57486-67-6, name is Methyl 2-(2-fluorophenyl)acetate, molecular formula is C9H9FO2, 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.

1-tert-butyl 4-methyl 4-(2-fluorophenyl)piperidine-1,4-dicarboxylate. A flask was charged with sodium hydride (2.14 g, 89.2 mmol) and dimethylformamide (70 ml) at 0 C. under nitrogen. Methyl 2-(2-fluorophenyl)acetate (5 g, 29.7 mmol) was added to the flask, and after stirring for 25 min, tert-butyl bis(2-chloroethyl)carbamate (8.6 g, 35.6 mmol) was added. The reaction was allowed to warm to rt and stirred overnight. The reaction was quenched with a saturated solution of ammonium chloride and extracted with ethyl acetate (5¡Á100 mL). The organics were collected, washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified via silica gel chromatography (10/90?50/50 ethyl acetate/hexanes) to yield 1.7 g (17%) of the desired product. 1H-NMR (CDCl3, 400 MHz) delta ppm 7.29 (m, 1H), 7.24 (m, 1H), 7.12 (m, 1H), 7.00 (m, 1H), 3.86 (m, 2H), 3.67 (m, 3H), 3.22 (m, 2H), 2.37 (m, 2H), 1.96 (m, 2H), 1.44 (s, 9H). Mass spec.: 360.22 (MNa)+. LC tr=3.503 min (Phenomenex-Luna 4.6¡Á50 mm S10, 10% MeOH/90% H2O/0.1% TFA?90% MeOH/10% H2O/0.1% TFA Gradient Time=4 min, Flow rate=4 mL/min)

The synthetic route of 57486-67-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/249607; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 17994-94-4, The chemical industry reduces the impact on the environment during synthesis 17994-94-4, name is Methyl 7-aminoheptanoate hydrochloride, I believe this compound will play a more active role in future production and life.

Methyl 7-(4-(l^-dioxo-l,3-bis(quinolin-8-ylamino)pr pan-2-yl)benzamido)heptanoate, 60.; To compound 59 (200 mg, 0.42 mmol) in (?(? (20 mL) at rt added 7-aminoheptanoic acid methyl ester (as the hydrochloride, 90 mg, 0.46 mmol), Et^ (47 mg, 0.46 mmol) and EDC (89 mg, 0.46 mmol). The mixture was allowed to stir at rt for 12 h. Water was added and the mixture was worked up with Combined organic extracts were dried with anhydNa2S04, solvent removed under vacuum and the residue was purified by column chromatography (silica gel 230-400 mesh, 80% ethyl acetate in hexanes as the eluent) to afford 70 as a white solid (202 mg, 78%).Mp = 178-180 C. NMR (300 MHz, CDC13): delta = 1.34-1.36 (m, 4 H), 1.59-1.62 (m, 4 H), 2.29 (t, 2 H, J = 5.7 Hz), 3.42 (m, 2 H), 3.64 (s, 3 H), 5.03 (s, 1 H), 6.14 (s, 1 H), 7.43-7.47 (m, 2 H), 7.53 (d, 4 H, J = 3.3 Hz), 7.84 (dd, 4 H, /, = 6.3 Hz, J2 = 15.3 Hz), 8.15 (d, 2 H, J = 6 Hz), 8.82-8.86 (m, 4 H), 10.98 (s, 2 H). I3C NMR (75 MHz, CDC13): delta = 24.7, 26.5, 28.7, 29.4, 33.9, 40.0, 51.5, 62.3, 117.1, 121.7, 122.4, 127.1, 127.9, 128.7, 134.1, 134.8, 136.2, 138.0, 138.7, 148.7, 166.6, 167.0, 174.2. HRMS (FAB+) Calcd for C36H36O5N5 = 618.2638, Found = 618.2712.

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 7-aminoheptanoate hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; BRESLOW, Ronald; MARKS, Paul, A.; ABHILASH, K., G.; WANG, Jianing; WO2011/146855; (2011); A1;,
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Electric Literature of 52449-43-1, 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. 52449-43-1, name is Methyl 4-chlorophenylacetate, This compound has unique chemical properties. The synthetic route is as follows.

Referential Example 2 Methyl (4-chlorophenyl)bromoacetate To a solution of 102 g (0.55 mole) of methyl (4-chlorophenyl)acetate in 100 ml of carbon tetrachloride was added 97.9 g (0.55 mole) of N-bromosuccinimide. The resulting mixture was refluxed and irradiated with a 500 W bromo lamp for 5 hours. It was then cooled, filtered, and the filtrate was evaporated to dryness to give 150 g (103% yield) of methyl (4-chlorophenyl)bromoacetate. NMR (CDCl3) delta ppm; 3.79 (3H, s), 5,31 (1H, s), 7.3-7.7 (4H, s)

The chemical industry reduces the impact on the environment during synthesis Methyl 4-chlorophenylacetate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SUMITOMO PHARMACEUTICALS COMPANY, LIMITED; SUMITOMO CHEMICAL COMPANY, LIMITED; EP256687; (1991); B1;,
Ester – Wikipedia,
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These common heterocyclic compound, 2178-24-7, name is Ethyl (2-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. Recommanded Product: 2178-24-7

EXAMPLE 35 alpha-{3-Amino-4-chloro-6-[N-(2-[diethylamino]ethyl)]carbamoylphenoxy}phenylacetic acid, ethyl ester To a well-stirred suspension of sodium hydride (0.36 g of 60%, 9 mmoles, washed with n-pentane) in 5 ml of dry DMF was added a solution of 4-amino-5-chloro-N-[2-(diethylamino)ethyl]2-hydroxybenzamide (2.28 g, 8 mmoles) (from Preparation No. 1B) in 10 ml of dry DMF. After evolution of hydrogen had ceased, to this was added dropwise a solution of ethyl alpha-bromophenyl acetate (2.12 g, 8.7 mmoles) in 5 ml of dry DMF. After an additional 18 hours at ambient temperature, the mixture was concentrated in vacuo and the residue partitioned between water (200 ml) and methylene chloride (75 ml). The aqueous phase was extracted twice with 75 ml portions of methylene chloride. After combining, the organic phase was washed three times with 50 ml of 10% aqueous sodium hydroxide and three times with brine; dried over sodium sulfate, filtered, concentrated in vacuo, to give 3.5 g of oil which slowly crystallized. Trituration with pentane gave 3.34 g of the title compound, mp. 84-87 C. The NMR spectrum (90 MHz) in CDCl3 gave the following resonances: delta8.55 (bt, 1H); 8.20 (s, 1H); 7.50 (m, 5H); 6.09 (s, 1H); 5.65 (s, 1H); 4.25 (m, 4H); 3.55 (m, 2H); 2.60 (m, 6H); 1.05 (m, 9H). Anal. Calc’d. for C23 H30 ClN3 O4: C, 61.66; H, 6.76; N, 9.38. Found: C, 61.75; H, 6.76; N, 9.27.

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

Reference:
Patent; Bristol-Myers Company; US4808624; (1989); A;,
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