Category: esters-buliding-blocks

Synthetic Route of 27798-60-3, 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. 27798-60-3 name is Methyl 2-Methoxyphenylacetate, 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: Sodium (10 mmol) was dissolved in 10 mL of absolute methanol, then 4-methylpiperazin-1-yl biguanidine x 2HCl (5 mmol) and the appropriate carboxylic acidester 2e-19e (5 mmol) were added. The reaction mixture was refluxed for 15-30h. After cooling to room temperature, water (10 mL) was added and themixture was stirred for 0.5 h. The precipitated triazine product (2-19) was separated and crystallized from methanol.

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

Reference:
Article; ?a?ewska, Dorota; Kurczab, Rafa?; Wi?cek, Ma?gorzata; Kami?ska, Katarzyna; Sata?a, Grzegorz; Jastrz?bska-Wi?sek, Magdalena; Partyka, Anna; Bojarski, Andrzej J.; Weso?owska, Anna; Kie?-Kononowicz, Katarzyna; Handzlik, Jadwiga; European Journal of Medicinal Chemistry; vol. 135; (2017); p. 117 – 124;,
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Application of 37746-78-4, The chemical industry reduces the impact on the environment during synthesis 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, I believe this compound will play a more active role in future production and life.

Into a 10-L 4-necked round-bottom flask was placed 2-bromo-4-fluorophenol (500 g, 2.62 mol, 1.00 equiv), N,N-dimethylformamide (5 L), potassium carbonate (1253 g, 9.07 mol, 3.46 equiv), and ethyl (2E)-4-bromobut-2-enoate (1010 g, 5.23 mol, 2.00 equiv). The resulting solution was stirred for 12 h at room temperature. The solids were collected by filtration. The reaction was then quenched by the addition of 15 L of water and extracted with 3×10 L of ethyl acetate. The organic layers were combined and washed with 4×20 L of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1/20). The collected fractions were combined and concentrated under vacuum to give 500 g (63%) of ethyl (2E)-4-(2-bromo-4-fluorophenoxy)but-2-enoate (5) as a white solid.

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, (E)-Ethyl 4-bromobut-2-enoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTUATE THERAPEUTICS INC.; ZHANG, Yamin; (72 pag.)WO2019/32958; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 61644-18-6, name is Chloromethyl isobutyrate, 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 61644-18-6, COA of Formula: C5H9ClO2

General procedure: To a solution of Compound 54B (150 mg, 0.24 mmol) in DMF (10 mL) was added chloromethyl isobutyrate (36 mg, 0.24 mmol) and Na2CO3 (50 mg, 0.48 mmol). The reaction mixture was stirred at 50 C for 3 hour. After cooling down to room temperature, the mixture was diluted with water (50 mL) and extracted with ethyl acetate (20 mL x 3). The combined extracts were washed with brine (50 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to furnish Compound 54C. LC-MS (ESI) m/z: non-ionizable compound under routine conditions used.

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; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHAO, Qi; (737 pag.)WO2019/133770; (2019); A2;,
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Adding a certain compound to certain chemical reactions, such as: 7149-03-3, name is Ethyl 4-amino-3-bromobenzoate, 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 7149-03-3, Recommanded Product: 7149-03-3

(3-(Trifluoromethyl)benzyl)zinc pivalate (In) reacts smoothly with 3-bromo-l- (phenylsulfonyl)-lH-indole (5o) and the benzocain derivative 5j, bearing a unprotected amine function, in good yields (66-86 %; entries 22-23).

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; LUDWIG-MAXIMILIANS-UNIVERSITAeT MUeNCHEN; KNOCHEL, Paul; BERNHARDT, Sebastian; MANOLIKAKES, Georg; WO2012/85168; (2012); 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. 680217-71-4, name is Ethyl 2-(2,6-difluorophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Ethyl 2-(2,6-difluorophenyl)acetate

General procedure: To a stirred solution of phenyl acetic acid ethyl ester 1a (1 g, 6.09 mmol) in THF (10 mL) was added LiHMDS (9.1 ml, 1 M sol. in THF, 7.31 mmol) at -78 C and the reaction mixture was stirred at this temperature for 30 min. Ethyl-1-imidazole carboxylate 2 (1.2 g, 9.146 mmol) in dry THF (3 ml) was added drop wise to the reaction mixture at -78 C and stirred at rt for 3 h. The reaction mixture was quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The combined organic layer was washed with water, saturated brine solution, and dried over Na2SO4. The solvent was evaporated under reduced pressure and the crude product was chromatographed on a silica gel column. Elution with 4% ethyl acetate/pet ether gave the pure compound 3a (1.1 g, 81% yield) as a colorless liquid.

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 680217-71-4.

Reference:
Article; Behera, Manoranjan; Venkat Ragavan; Sambaiah; Erugu, Balaiah; Rama Krishna Reddy; Mukkanti; Yennam, Satyanarayana; Tetrahedron Letters; vol. 53; 9; (2012); p. 1060 – 1062;,
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Electric Literature of 120-61-6, A common heterocyclic compound, 120-61-6, name is Dimethyl terephthalate, molecular formula is C10H10O4, 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.

This example demonstrates the preparation of 4-chlorocarbonyl- benzoic acid methyl ester having the following structure. In a 4 L kettle with mechanical stirrer, reflux condenser, addition funnel, thermometer, water bath and hot plate, 438 g dimethyl terephthalate (DMT) and 2700 mL toluene were added. The kettle was heated to about 65 00 to dissolve all the DMT. After dissolution, a potassium hydroxide solution (144.54 g in 700 mL methanol) was added dropwise over 45 minutes. The reaction was stirred at 65 00 for three hours and then the reaction cooled to room temperature overnight. The solid was collected after filtration and washed with 3750 mL toluene at 80 00. The product was filtered again and dried in the oven at 110 00. The yield was 465.9 g(95.3%).In a 2 Lthree neck round bottom flask with mechanical stirrer, addition funnel, water bath, thermometer, nitrogen sweep, and hot plate, 130.31 g of the product made in previous step and 1000 mL toluene were added. Then 48 mL of thionyl chloride was added dropwise. After the completion of addition, the mixture was heated to 67 00 for three hours. The reaction cooled to room temperature and was stirred overnight. The contents were filtered to collect the filtrate. The excess solvent was removed by vacuum and 86.52 g of product was obtained (73% yield).

The synthetic route of 120-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MILLIKEN & COMPANY; MILEY, John W.; QIN, Haihu; DOTSON, Darin L.; COOLEY, Mary Angela; TSAI, Chi-Chun; DEY, Sanjeev K.; TORRES, Eduardo; ALVAREZ, Francisco; WO2015/42561; (2015); A1;; ; Patent; MILLIKEN & COMPANY; QIN, Haihu; DOTSON, Darin L.; TORRES, Eduardo; DEY, Sanjeev K.; ALVAREZ, Francisco; WO2015/42563; (2015); A1;,
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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. 110-42-9, name is Methyl decanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of Methyl decanoate

EXAMPLE 6 11.2 g (0.083 mole) of diethylene glycol monoethyl ether was added dropwise to a mixture consisting of 1.6 g (0.042 mole) of sodium borohydride, 10 ml of xylene and 5 g (0.027 mole) of methyl caprate at 90 C. over two hours while agitating the mixture. Subsequently, the mixture was agitated at the same temperature for 2.5 hours. After cooling to room temperature, the mixture was neutralized with dilute sulfuric acid. As a result, n-decanol was obtained in 97% yield.

The synthetic route of 110-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kao Corporation; US5196601; (1993); A;,
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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. 15448-76-7, name is Dimethyl bicyclo[2.2.1]heptane-1,4-dicarboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 15448-76-7

A mixture of dimethyl bicyclo[2.2.1]heptane-l ,4-dicarboxylate (1.0 g, 4.71 mmol) and lithium hydroxide monohydrate (0.593 g, 14.13 mmol) in methanol (20 mL) and water (40 mL) was stirred at ambient temperature for 3 days. Volatiles were removed under vacuum, and the residue was acidified with 1 N HC1 solution. The white suspension was then extracted with ethyl acetate (100 mL). The organic layer was dried over magnesium sulfate, filtered and concentrated to give 0.85 g of the title compound as a white solid that was used without further purification.JH NMR (400 MHz, DMSO-

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; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; BROWN, Brian, S.; MURAUSKI, Kathleen; (673 pag.)WO2019/90069; (2019); A1;,
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Electric Literature of 454-31-9, 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. 454-31-9, name is Ethyl 2,2-difluoroacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of intermediate 2 (20 g, 0.088 mol) in benzene (200 mL) was stirred at 0 C under nitrogen atmosphere. Potassium tert-butoxide (12 g) followed by ethyl difluoroacetate (13.14 g, 0.106 mol) were added at 0-5 C. The reaction mixture was stirred at rt for 5 h. Then 10% H2SO4 (10 mL) was added dropwise until pH = 7 keeping the temperature at 15-20 C by cooling. The mixture was extracted with EtOAc (2 x 50 mL). The organic layer was separated and washed with brine (2 x 20 mL), dried (MgS04), filtered and evaporated in vacuo yielding intermediate 13 (26 g, 97%).

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres Avelino; ALCAZAR-VACA, Manuel Jesus; (192 pag.)WO2018/154133; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1678-68-8, name is trans-Ethyl 4-aminocyclohexanecarboxylate, 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 1678-68-8, name: trans-Ethyl 4-aminocyclohexanecarboxylate

Preparation 62 Ethyl trans-4-{[(1,4-dichloro-7-isoquinolinyl)sulphonyl]amino}cyclohexanecarboxylate Ethyl trans-4-aminocyclohexanecarboxylate has been prepared previously, see: Skaric, V.; Kovacevic, M.; Skaric, D. J. Chem. Soc., Perkin Trans.1 1976, 1199-1201. A mixture of ethyl trans-4-aminocyclohexanecarboxylate (168 mg, 0.81 mmol), NEt3 (0.22 mL, 1.6 mmol) and 1,4-dichloro-7-isoquinolinesulphonyl chloride (200 mg, 0.67 mmol) in CH2Cl2 (8 mL) was stirred at 0 C for 1 h. The mixture was diluted with CH2Cl2 (100 mL), was washed with dilute HCl (50 mL, I M), water, dried (MgSO4) and evaporated in vacuo to give ethyl trans-4-{[(1,4-dichloro-7-isoquinolinyl)sulphonyl]amino}cyclohexanecarboxylate (232 mg, 0.54 mmol) as a white solid. 1H (CDCl3, 400 MHz) delta 1.15-1.3 (5H, m), 1.4-1.55 (2H, m), 1.9-2.0 (4H, m), 2.1-2.2 (1H, m), 3.2-3.3 (1H, m), 4.1 (2H, t), 4.55 (1H, d), 8.25 (1H, d), 8.35 (1H, d), 8.5 (1H, s), 8.9 (1H, s) LRMS 431 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, trans-Ethyl 4-aminocyclohexanecarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; Pfizer Limited; EP1077945; (2003); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics