Esters-buliding-blocks

Application of 2033-24-1,Some common heterocyclic compound, 2033-24-1, name is 2,2-Dimethyl-1,3-dioxane-4,6-dione, molecular formula is C6H8O4, 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.

2,4,5-Trifluorophenylacetic acid (2-1) (11.4 g, 60 mmol) was dissolved in THF (60 mL) and 1,1′-carbonyldiimidazole (10.7 g, 66 mmol) was added over 5 min. The mixture was warmed to 51 C, Meldrum’s acid (9.51 g, 66 mmol) was added, and the mixture was aged for 3 h. The reaction mixture was diluted with IPAc (60 mL) and water (60 mL), and the pH was adjusted to 2.4 with concentrated hydrochloric acid (11.5 mL). The aqueous layer was separated, and the orgnic layer was washed at 36 C with 0.1 N HCl (60 mL). The organic layer was concentrated, flushed with IPAc, and the residue was slurried in 2:1 heptane/IPAc (70 mL). the mixture was cooled over an ice-bath, then filtered, rinsing the solid with 2:1 heptane/IPAc. After drying, the Meldrum’s acid adduct was obtained as a solid (15.1 g) in 80% yield. The Meldrum’s acid adduct (22.1 g, 70 mmol) and the triazole hydrochloride 1-4 (16.0 g, 70 mmol) were sluuried in IPAc (220 mL) and N,N-diisopropylethylamine (12.8 mL) was added. After aging for 3.5 h at 85 C, water (175 mL) was added and the mixture was transferred to a separatory funnel with a 40-mL rinse with IPAc. The aqueous layer was separated and the organic layer was washed with water (100 mL). The organic layer was partially concentrated under reduced pressure to give a 65 g of solution of the ketoamide 2-3 in IPAc. n-Heptane (30 mL) was added at roo temperature, followed by seed crystals of ketoamide. Additional heptane (20 mL) was added dropwise, and the mixture was stirred overnight. Additional heptane (50 mL) was added slowly and after aging for 2 h, the solids were filtered and washed with 2.2:1 heptane/IPAc (30 mL). After drying, the ketoamide 2-3 was obtained in 92% yield (26.3 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,2-Dimethyl-1,3-dioxane-4,6-dione, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2004/83212; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 1732-09-8, The chemical industry reduces the impact on the environment during synthesis 1732-09-8, name is Dimethyl octanedioate, I believe this compound will play a more active role in future production and life.

Adipinsuredimethylester wurde kontinuierlich in Rieselfahrweise mit Rckfhrung (Verhltnis Zulauf / Rckfhrung = 10/1) bei einer Belastung von 0,5 kg/(l*h), einem Druck von 240 bar und Reaktionstemperaturen von 200 C bzw. 220 C in einem senkrechten Rohrreaktor, der mit 200 ml des Vergleichskatalysators gefllt war, hydriert. Die Versuchsdauer betrug insgesamt 14 Tage. GC-analytisch wurde im Reaktoraustrag bei 200 C bzw. 220 C Esterumstze von 92% bzw. 96%, Hexandiol-Anteile von 48 % bzw. 58 % und Methanol-Gehalte von 25 % bzw, 28 % detektiert. Nach Ausbau war der Katalysator zwar noch voll erhalten, die mechanische Stabilitt hatte aber deutlich nachgelassen. Seitendruckfestigkeit und Abrieb sind in Tabelle 1 zusammengestellt. Die Versuchsergebnisse sind in Tabelle 2 zusammengefat.

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

Reference:
Patent; BASF AKTIENGESELLSCHAFT; EP1218326; (2004); B1;,
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. 83-27-2, name is Diethyl 2-(sec-butyl)malonate, A new synthetic method of this compound is introduced below., name: Diethyl 2-(sec-butyl)malonate

A. 3-sec-Butyl-6-fluoro-4-hydroxyl-2(1H)-quinolinone The title compound was prepared from 4-fluoroaniline (10 g, 80 mmol) and diethyl sec-butylmalonate by the method used in Example 1. Reaction time was 5 d. MS (ES+): m/z 236.0 (M+H); 1H NMR (DMSO-d6) delta 11.2 (bs, 1H, OH), 9.95 (bs, 1H, NH), 7.60 (d, 1H, ArH), 7.31-7.20 (m, 2H, ArH), 3.13 (m, 1H, CH), 1.9 (m, 1H, CH), 1.6 (m, 1H, CH), 1.2 (d, 3H, CH3), 0.7 (m, 3H, CH3).

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; Andrews,III, Clarence Webster; Freeman, George Andrew; Hopkins, Andrew Lee; US2003/69271; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 22223-49-0, A common heterocyclic compound, 22223-49-0, name is Methyl 2-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.

A solution of sodium nitrite (1.9 g, 27.6 mmol) in water (5 ml) was added dropwise to an ice-cooled solution of methyl 2-amino-3-methyl benzoate (U.S. Pat. No. 4,657,893 preparation II) (4.14 g, 25 mmol) in acetic acid (50 ml). This solution was then added dropwise to a solution of tert-butyl mercaptan (2.26 g, 25 mmol) in ethanol (70 ml) and stirred at room temperature. The pH of the mixture was adjusted to 5.5 using saturated sodium carbonate solution and the mixture poured into brine. This mixture was extracted with ethyl acetate, the combined organic extracts dried (Na2SO4), concentrated under reduced pressure and the residue azeotroped with dichloromethane and heptane. The residue was dissolved in dimethyl sulphoxide (40 ml) and added dropwise to a suspension of potassium tert -butoxide (14.05 g, 126 mmol) in dimethyl sulphoxide (150 ml), and the reaction stirred at room temperature for 2 hours. The reaction was poured carefully into 1N hydrochloric acid, and extracted with ethyl acetate. The combined organic extracts were washed with 1N hydrochloric acid, dried (Na2SO4) and evaporated under reduced pressure. The product was slurried with isopropanol, sufficient dichloromethane added for complete dissolution, and the solution allowed to evaporate. The resulting solid was filtered off, washed with isopropanol to afford the title compound as an off-white solid. Microanalysis found: C, 59.26; H, 3.73; N, 17.28. C8H6N2O2 requires C, 59.31; H, 3.51; N, 17.42%. aa0-5aa Mpt. 230-233 C.

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; Barber, Christopher Gordon; Bunnage, Mark Edward; Harvey, John Wilson; Mathias, John Paul; US2005/20611; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 14062-19-2, name is Ethyl p-Tolylacetate, 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 14062-19-2, HPLC of Formula: C11H14O2

Compounds (XIV) may be produced by reacting a compound (XIII) with tetrahydro-2H-pyran-4-one. The reaction may be effected in an organic solvent generally not having any influence on the reaction, in the presence of a base with cooling at -78C to -20C. For the base, preferred are organometal amides such as lithium hexamethyldisilazide and lithium diisopropylamide; and for the solvent, preferred are tetrahydrofuran and diethyl ether.

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 p-Tolylacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1367058; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 53518-15-3, A common heterocyclic compound, 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, molecular formula is C10H6F3NO2, 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.

General procedure: A mixture of 7-aminocoumarin (500 mg, 12-16) and DMAP (10-20 mg) was dissolved in minimum amount of THF. To this acetic anhydride was added and the resultant mixture was stirred at room temperature for 24 h. On completion of the reaction 50 mL ice cold water was added. The crude off-white solid was then filtered, washed with water and dried. The crude solid so obtained was crystallized with ethanol to give 7-N-acetylaminocoumarin derivatives.

The synthetic route of 53518-15-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kathuria, Abha; Priya, Nivedita; Chand, Karam; Singh, Prabhjot; Gupta, Anjali; Jalal, Sarah; Gupta, Shilpi; Raj, Hanumantharao G.; Sharma, Sunil K.; Bioorganic and Medicinal Chemistry; vol. 20; 4; (2012); p. 1624 – 1638;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 478375-40-5,Some common heterocyclic compound, 478375-40-5, name is Methyl 3-bromo-5-methylbenzoate, molecular formula is C9H9BrO2, 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.

Azobisisobutyronitrile (1.79 g) was added to methyl3-bromo-5-methylbenzoate (50 g)10 and N-bromosuccinimide (44.7 g) in 350 mL acetonitrile, and the mixture was refluxed overnight.An additional II g of N-bromosuccinimide and 0.5 g of azobisisobutyronitrile was added, and therefluxing was continued for 3 hours. The mixture was concentrated, taken up in 500 mL diethylether, and stirred for 30 minutes. The mixture was filtered, and the resulting solution wasconcentrated. The crude product was chromatographed on silica gel using 10% ethyl acetate in15 heptanes to give the title compound

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-bromo-5-methylbenzoate, its application will become more common.

Reference:
Patent; ABBVIE INC.; BOGHAERT, Erwin, R.; SOUERS, Andrew, J.; PHILLIPS, Andrew, C.; JUDD, Andrew, S.; BRUNCKO, Milan; (717 pag.)WO2017/214282; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 27741-65-7, name is Ethyl 2-cyclobutylideneacetate, 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 27741-65-7, Application In Synthesis of Ethyl 2-cyclobutylideneacetate

Step 2: 6′-Hydroxy-5,7′-dimethylspiro[cyclobutane-1,2′-thiochromen]-4′(3’H)-one To a solution of 4-mercapto-2,6-dimethylphenol (2.5 g) in anhydrous methanol (40 mL) containing trimethyl orthoformate (3 mL), was added cyclobutylidene-acetic acid ethyl ester (7.6 g) and then 5 drops of concentrated sulfuric acid. The solution was deoxygenated by bubbling with nitrogen, and was allowed to reflux for 4 days. The mixture was concentrated, washed with saturated NaHCO3 and extracted with ethyl acetate. After concentrated in vacuo, the residue was purified by flash chromatography eluted with 10-20% ethyl acetate in hexane to give 3.1 g of methyl {1-[(4-hydroxy-3,5-dimethylphenyl)thio]cyclobutyl}acetate as a white solid. The above addition product (3.1 g) was suspended in 200 mL of 1N NaOH in MeOH and water (1:1, v/v), and the mixture was allowed to stir for 1 hour. The reaction mixture was then acidified with 1N HCl and extracted 3 times with ethyl acetate. The organic layer was washed with water and dried over anhydrous Na2SO4, and concentrated in vacuo.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-cyclobutylideneacetate, and friends who are interested can also refer to it.

Reference:
Patent; Galileo Pharmaceuticals, Inc.; US2006/128790; (2006); 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. 10047-10-6, name is Methyl 2-aminopentanoate hydrochloride, A new synthetic method of this compound is introduced below., COA of Formula: C6H14ClNO2

(a) To a stirred solution of 7.36 ml (84.9 mmol) of chlorosulfonyl isocyanate in 150 ml of methylene chloride was added benzyl alcohol (8.82 ml, 84.7 mmol) at 0-5 C. After stirring the above solution for 1.5 hours at this temperature, a solution of 15.62 g (93.25 mmol) of 2-amino-pentanoic acid methyl ester hydrochloride in 500 ml of methylene chloride containing triethylamine (25.54 g, 0.2528 mol) was added at 0-5 C., and the resulting mixture was stirred overnight allowing the mixture to warm to room temperature. The reaction mixture was poured into 600 ml of 10% aq. HCl solution, saturated with sodium chloride, and the organic layer was separated. The aqueous layer was extracted with methylene chloride/ethyl acetate (4:1, 2*200 ml) and the combined organic layer was washed with brine, dried and concentrated in vacuo to yield 28.2 g (87.6%) of 2-(N-carbobenzyloxyaminosulfonyl) aminopentanoic acid methyl ester (Formula XIV: R=CH3, R1 =H; R2 =propyl; R3 =H) as a solid, m.p. 76-78 C.

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; Sterling Winthrop Inc.; US5494925; (1996); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 252881-74-6,Some common heterocyclic compound, 252881-74-6, name is tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate, molecular formula is C13H27NO5, 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.

[0075] 4-pentynoic acid was treated with t-Boc protected PEG amine (3) to give compound 11 and deprotected using TFA to afford compound 12, followed by activation using NHS to form its activated ester compound 13. The dendrimer was fully functionalized by amidation of a generation 1 dendrimer bearing a cleavable cystamine core (DNT-294, from Dendritic Nanotechnologies, Inc.) to generate compound 14 leaving a terminal alkyne for orthoganol conjugation through a click reaction. Compound 14 was isolated by preparative HPLC. The purity of 14 was confirmed by LC/MS deconvolution and MALDI analysis.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate, its application will become more common.

Reference:
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK; OJIMA, Iwao; WANG, Tao; TENG, Yu-Han; WO2015/38493; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics