Category: esters-buliding-blocks

Synthetic Route of 6962-92-1, 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. 6962-92-1, name is 4-Chlorobutyl acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 10 (0.40 g, 1.4 mmol) and 4-chlorobutyl acetate (0.25 g, 1.7 mmol) were dissolved in dimethyl acetamide (10 ml). Potassium carbonate (0.24 g, 1.7 mmol) and potassium iodide (47.5 mg, 0.286 mmol) were added to the resulting solution, and then the solution was stirred at 70 C. for 6 hours. After cooling the solution to room temperature, 1 N hydrochloric acid was added to the solution, followed by extraction with ethyl acetate. The organic layer obtained by extraction was washed once with saline, and sodium sulfate was added to the washed organic layer. The obtained organic layer was filtered to collect the filtrate, and then the solvent was distilled off from the filtrate under reduced pressure. The resulting residue was purified by flash column chromatography to obtain Compound 11 (0.49 g) in the form of a pale yellow oil.

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, 4-Chlorobutyl acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FUJIFILM Corporation; FUKUSHIMA, Yuki; GOTO, Ryoji; US2019/177268; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 455-68-5, 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. 455-68-5 name is Methyl 3-fluorobenzoate, 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.

General procedure: A round bottom centrifuge tube containing catalyst 4 (6.7 mol percent based on the percent phosphorus determined by elemental analysis or as otherwise stated in the footnotes of the corresponding Tables) was equipped with a rubber septum and two magnetic stir bars for extra stirring efficiency. After flushing the tube with argon, it was charged via syringe with a higher ester (5 mmol) and MeOH (5 mL) for transesterifications. For amidations, the tube was similarly charged with an ester (2 mmol), amino alcohol (2 mmol), and THF (3 mL). The reaction mixture was vigorously stirred at room temperature (23-25 ¡ãC) and progress of the reaction was monitored by thin layer chromatography. Upon completion of the reaction, the reaction mixture was filtered through Whatman No. 1 filter paper and washed with 3 .x. 10 mL of THF. The combined organics were subjected to short-path silica gel chromatography (0-20percent ethyl acetate in hexanes v/v) to obtain an analytically pure product. In the case of amides, products were purified using a short-path silica gel column eluted with dichloromethane/methanol (95:5, v/v).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-fluorobenzoate, and friends who are interested can also refer to it.

Reference:
Article; Chintareddy, Venkat Reddy; Ho, Hung-An; Sadow, Aaron D.; Verkade, John G.; Tetrahedron Letters; vol. 52; 49; (2011); p. 6523 – 6529;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 52273-79-7, name is Ethyl 2-(3-aminophenyl)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: Ethyl 2-(3-aminophenyl)acetate

General procedure: 4-bromobenzenesulfonyl chloride (3 g) and 3-aminobenzylalcohol (3 g) were stirred in dichloromethane (50 mL) containing pyridine (3 mL) for 3 h at room temperature. The mixture was poured into acidified water (HCl), and extracted with ethyl acetate (250 mL). The organic was washed with water and saturated NaCl solution, dried (Na2SO4), the solvent was evaporated and the desired product obtained as a white solid, washed with ether and recrystallised from ethyl acetate / petrol to give 4-bromo-N-(3-(hydroxymethyl)phenyl)benzenesulfonamide as white crystals.

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

Reference:
Article; Greig, Iain R.; Coste, Emmanuel; Ralston, Stuart H.; Van ‘T Hof, Robert J.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 3; (2013); p. 816 – 820;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 14273-90-6, 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. 14273-90-6, name is Methyl 6-bromohexanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 29 Preparation of 6-(4-acetyl-3-hydroxy-2-propylphenoxy)hexanoic acid methyl ester A mixture of 5.0 g of 1-(2,4-dihydroxy-3-propylphenyl)ethanone, 5.4 g of methyl 6-bromohexanoate and 5.4 g of anhydrous potassium carbonate in 50 ml of anhydrous dimethylformamide was stirred and heated at 75¡ã for 10 hours. The solvent was removed in vacuo and the residue was purified by column chromatography on 125 g of silica gel. Elution with 25percent ethyl acetate-hexane gave 7.5 g (90percent yield) of 6-(4-acetyl-3-hydroxy-2-propylphenoxy)hexanoic acid methyl ester as an oil.

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 6-bromohexanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; US4507498; (1985); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 314298-22-1, 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. 314298-22-1, name is Methyl 5-bromo-4-fluoro-2-methoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: 4-Fluoro-2-methoxy-5-morpholin-4-yl-benzoic Acid Methyl Ester In a flame-dried flask, under a nitrogen atmosphere, oven-dried cesium carbonate (4.33 g, 13.3 mmol) was combined with palladium acetate (85.3 mg, 0.380 mmol) and R-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.355 g, 0.570 mmol). While under a constant nitrogen flow, the mixture was dissolved in toluene (0.76 mL) and treated with 5-bromo-4-fluoro-2-methoxy-benzoic acid methyl ester (2.50 g, 9.50 mmol) and morpholine (0.995 mL, 11.4 mmol). After being heated to 100 C. for 24 h, the reaction was cooled to room temperature, diluted with ether, filtered and concentrated. Purification by MPLC (ethyl acetate in heptane) provided 4-fluoro-2-methoxy-5-morpholin-4-yl-benzoic acid methyl ester (1.20 g, 47%): 1H NMR (DMSO-d6 300 MHz) delta 7.33 (d, J=9.9 Hz, 1H), 7.08 (d, J=14.4 Hz, 1H), 3.76 (s, 3H), 3.75 (s, 3H), 3.70 (t, J=4.7 Hz, 4H), 2.90 (t, J=4.5 Hz, 4H).

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 5-bromo-4-fluoro-2-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Institute for Pharmaceutical Discovery LLC; US6420426; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 2150-37-0, 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. 2150-37-0, name is Methyl 3,5-dimethoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 168 g (0.86 mol) of methyl 3,5-dimethoxy benzoate in 0.42 L of acetonitrile was cooled down to 0 C. on an ice bath under nitrogen atmosphere. A suspension of 456 g (1.3 mol) of SelectFluor: 1-chloromethyl-4-fluoro-1,4-diazobicyclo[2.2.2] octane bis(tetrafluoroborate) in 8 L acetonitrile was added keeping the temperature close to 0 C. The reaction was stirred overnight warming up to room temperature. The next day, the reaction mixture was poured into 5 L of the sodium carbonate solution and extracted with 20 L of t-butylmethyl ether. The organic layer was washed with 1.875 L of brine, dried with sodium sulfate, filtered and evaporated. The crude mixture was separated by Biotage column chromatography eluting with a gradient of heptane:EtOAc 30:1(18 L) to 25:1(18 L) to 20:1(27 L) to 15:1(27 L) to obtain 73.6 g (40% ) of the title compound. MS (APCI) (m+1)/z 215.1.

The synthetic route of Methyl 3,5-dimethoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chivikas Connolly, Cleo J.; Deur, Christopher James; Hamby, James Marino; Hoyer, Denton Wade; Limberakis, Chris; Reed, Jessica Elizabeth; Schroeder, Mel Conrad; Taylor, Clarke; US2004/19210; (2004); 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. 924-99-2, name is Ethyl 3-(dimethylamino)acrylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C7H13NO2

a) Ethyl 2-[(2,5-difluorophenyl)carbonyl]-3-(dimethylamino)-2-propenoateA solution of 2,5-difluorobenzoyl chloride (5.26 g, 29.8 mmol) in toluene (100 mL) was treated with ethyl-3-(dimethylamino)-2-propenoate (5.27 g, 36.8 mmol), followed by triethylamine (5.9 mL, 42.5 mmol). The mixture was stirred at 9O0C for 6.5 h then allowed to cool, and the precipitate removed by filtration. The filtrate was concentrated under reduced pressure to give a residue which was purified by flash chromatography (silica gel,50-100% diethyl ether in petroleum ether [b.p. 40-600C]) to give the title compound as a yellow oil (0.95 g); ESMS m/z 284.4 [M+H]+.

The synthetic route of 924-99-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; PLIVA-ISTRAZIVACKI INSTITUT D.O.O.; WO2006/50942; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 82782-85-2, The chemical industry reduces the impact on the environment during synthesis 82782-85-2, name is Methyl 4H-thieno[3,2-b]pyrrole-5-carboxylate, I believe this compound will play a more active role in future production and life.

General procedure: A solution of pyrrole 1 (0.20 g, 1.10 mmol) in anhydrous THF (2 ml) was added to a stirred suspension of NaH (55.0 mg, 2.29 mmol) (pre-rinsed with anhydrous hexane from a 55% dispersion in mineral oil) in anhydrous THF (10 ml) under an argon atmosphere, and the mixture was stirred for 30 min. Then a solution of iodomethane (0.14 ml, 2.19 mmol) in THF (5 ml) was added dropwise, and the mixture was stirred at 40C until the starting pyrrole was consumed (TLC control). The mixture was cooled and quenched with saturated NH4Cl solution, the product was extracted with CH2Cl2 (3¡Á20 ml). The solvent was evaporated, the residue was purified by column chromatography on SiO2 (light petroleum-ethylacetate, 5:1) to give 0.17 g (79%) of compound 2a as slightly yellow crystals, mp 62-63C. IR (nu/cm-1): 1710, 1695, 1532, 1464, 1445, 1378,1369, 1235, 1209, 1179, 1095, 1075, 962, 728. 1H NMR (500 MHz,CDCl3) delta: 3.86 (s, 3H, OMe), 4.06 (s, 3H, NMe), 6.95 (d, 1H, H-3,J 5.4 Hz), 7.18 (s, 1H, H-6), 7.34 (d, 1H, H-2, J 5.4 Hz). 13C NMR(125 MHz, CDCl3) delta: 51.3 (NMe, OMe), 109.0 (C6), 110.0 (C3), 114.8(C6a), 121.9 (C5), 129.13 (C2), 138.0 (C3a), 164.6 (CO2Me).

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 4H-thieno[3,2-b]pyrrole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Torosyan, Seda A.; Zagitov, Vadim V.; Gimalova, Fanuza A.; Biglova, Raisa Z.; Miftakhov, Mansur S.; Mendeleev Communications; vol. 28; 2; (2018); p. 192 – 194;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 99548-54-6, name is Methyl 3-bromo-2-methylbenzoate, 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 99548-54-6, Safety of Methyl 3-bromo-2-methylbenzoate

Production Example 6 Under a nitrogen atmosphere, a mixture of methyl 3-bromo-2-methylbenzoate (53.00 g), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bis-1,3,2-dioxaborolane (88.10 g), bistriphenylphosphine palladium(II) dichloride (8.12 g), triphenylphosphine (6.07 g), potassium acetate (68.10 g) and dioxane (530 ml) was stirred at 100C for 29 hours, and then cooled to room temperature. The obtained reaction mixture was filtrated over Celite and washed with ethyl acetate. The obtained filtrate was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 54.00 g of methyl 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzoate.

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 3-bromo-2-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Astellas Pharma Inc.; EP2216330; (2010); 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. 18595-12-5, name is Methyl 5-amino-2-methylbenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 5-amino-2-methylbenzoate

2-Methyl-5-cyanobenzoic Acid Methyl Ester (42). CuCN (228 mg, 2.5 mmol) was suspended in distilled water (2 mL). NaCN (353 mg, 7.2 mmol) was added with vigorous stirring, and the internal temperature was kept below 40 C. until all the CuCN went into solution. A suspension of amine 41 (350 mg, 2.1 mmol) in water (4 mL) and conc. HCl (0.7 mL) was stirred and cooled in an ice bath. When the temperature reach 5 C., a solution of NaNO2 (190 mg, 2.8 mmol) in water (0.6 mL) was added dropwise at 5 C. When all the NaNO2 was added, the solution was added dropwise the NaCN/CuCN solution at 0 C. A few drops of methanol were added to keep the foaming under control. Stirring was continued for 3 h at 23 C. The suspension was extracted with EtOAc, and the organic layers were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give compound 42 (115 mg, 31%) as a colorless oil, Rf=0.63 (hexane:EtOAc=1:1). 1H NMR (400 MHz, CDCl3): delta 8.08 (d, 1H, J=1.7 Hz), 7.56 (dd, 1H, J=1.7 and 7.9 Hz), 7.28 (d, 1H, J=7.9 Hz), 3.83 (s, 3H), 2.56 (s, 3H). 13CNMR (100 MHz, CDCl3): delta 165.7, 145.5, 134.4, 134.1, 132.4, 130.3, 117.8, 109.7, 52.1, 21.8.

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; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; PURDUE RESEARCH FOUNDATION; US2011/269834; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics