Tag: M.W=100-200

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. 5048-82-8, name is Ethyl 3-(4-aminophenyl)acrylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Ethyl 3-(4-aminophenyl)acrylate

Example 11: (2E)-3-{4-[({l-[({14-[(trans)-2-fluorocyclohexyl]-6-isopropyl-3-methoxy-5,6,7,8- tctrahydroindolo[2,l -a] [2,5]bcnzodiazocin-l 1 -yl}carbonyl)amino] cyclopcntyl} carbonyl)amino]phcnyl}acrylic acid Step 1: ethyl (2E)-3-(4-{f(l-aminocvclopentyl)carbonylJamino}phenyl)acrylate trifluoroacetate l-{[(benzyloxy)carbonyl]amino}cyclopentanecarboxylic acid was dissolved in DMF (0.2 M). HATU (1 eq) and triethylamine (3 eq) were added, followed by ethyl (2u)-3-(4-aminophenyl)acrylate (0.95 eq). The resulting mixture was stirred for 48 h at 40 0C. DMF was evaporated, the resulting oil taken up in EtOAc and the solution washed with aqueous HCl (IN), water, saturated aqueous NaHCO3 and brine. Drying over NaHSO4 and evaporation gave an orange solid, which was purified by flash chromatography on silica gel using PE/EtOAc (2.5 : 1, containing 1percent EtOH) as the eluent. The resulting solid was dissolved at 0 0C with a 1 : 1 mixture of TFA:CH2C12, and the solution (0.1 M) was stirred for 2 h at RT. Evaporation gave a residue that was triturated with toluene to afford a solid that was used without further purification in the subsequent step. 1H NMR (400 MHz, DMSO-fi?6, 300 K) delta, 1.34 (t, J 6.9, 3H), 1.90- 2.12 (m, 4H), 2.50-2.65 (m, 4H), 4.15 (q, J6.9, 2H), 6.62 (d, J 16.0, 1 H), 7.69 (d, J 16.0, 1 H), 7.80 (br s, 2H), 8.35 (br s, 2H) 10.22 (s, IH); MS (ES+) m/z 303 (M+H)+.

The synthetic route of 5048-82-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA; WO2007/54741; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 15963-40-3, name is Methyl 3-methylenecyclobutanecarboxylate, 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 15963-40-3, Application In Synthesis of Methyl 3-methylenecyclobutanecarboxylate

To a methyl acetate (45 mL) solution of methyl 3-methylenecyclobutanecarboxylate (Intermediate 43A) was added copper powder (2.77 g, 43.6 mmol) and zinc powder (5.70 g, 87 mmol). To this mixture was added a methyl acetate (45 mL) solution of 2,2,2-trichloroacetyl chloride (4.86 mL, 43.6 mmol) and phosphorus oxychloride (0.37 mL, 4.0 mmol) dropwise over 2 h. After 3 h, the reaction was cooled to 0 C, and additional zinc powder (5.70 g, 87 mmol) was added, followed by acetic acid (22.7 mL, 400 mmol) dropwise at a rate keeping the temperature below 7 C. The reaction was allowed to slowly warm to room temperature and after stirring overnight was filtered through Celite, rinsing with EtOAc. The filtrate was carefully washed (warning: gas evolution) with saturated aqueous NaHC03 (2 X 200 mL), and the aqueous layers extracted with 1 :1 EtOAc:Et20 (2 X 100 mL). The combined organic layers were dried over MgS04, filtered and concentrated, and the residue purified on silica gel eluting with a 0%-50% EtOAc-hexanes gradient. The appropriate fractions were combined, evaporated under reduced pressure and placed in vacuo to give the title compound (4.10 g, 61 %) as a yellow oil. 1H NMR (400 MHz, CDCI3) delta 2.38-2.48 (m, 2 H), 2.50-2.61 (m, 2 H), 3.00- 3.09 (m, 2 H), 3.09-3.22 (m, 3 H), 3.68 (s, 3 H).

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

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); A1;,
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Electric Literature of 3618-04-0, 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. 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows.

PREPARATION 2: l-(2-(Benzyloxy)ethyl)-4-(/- butyldimethylsilyloxy)cyclohexanecarbaldehyde; Step a: Ethyl 4-(tert-butyldimethylsilyloxy)cyclohexanecarboxylate; [00164] A mixture of ethyl 4-hydroxycyclohexane-carboxylate (50 mL, 0.31mol), imidazole (50.1 g, 0.74 mol), and t-butyldimethylsilyl chloride (56 g, 0.37mol) in DMF (580 mL) was stirred at room temperature for 20 hrs under atmosphere of nitrogen. Water (100 mL) was added to the mixture, and the mixture was extracted with ether (600 mL). The extract was washed with water (400 mL) and brine (500 mL), dried over anhydrous Na2SO4, and filtered. The filtrate was concentrated to give compound 2 as a colorless oil (102 g), which was used for the next step without further purification.

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

Reference:
Patent; BIOGEN IDEC MA INC; WO2007/76086; (2007); A2;,
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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. 85920-63-4, name is 5-(1-Hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione, A new synthetic method of this compound is introduced below., COA of Formula: C8H10O5

General procedure: To a round bottomed flask equipped with a magnetic bar, benzaldehyde 2a (200 mg, 1.15 mmol) and freshly prepared benzoyl Meldrum?s acid 4a (430 mg, 1.73 mmol) were added in 2 mL THF-H2O (5:1). Then the catalyst DMEDA (25 mL, 0.23 mmol) was added and the reaction mixture was allowed to stir for 12 h at 55 C. After the complete consumption of benzaldehyde 2a (monitored by TLC), reaction mixture was filtered through anhydrous Na2SO4 and the residue was purified by column chromatography over silica gel using ethyl acetate in petroleum ether as eluent. The product 5a was obtained as pale yellow viscous oil in 82% yield (261 mg).

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:
Article; Khopade, Tushar M.; Warghude, Prakash K.; Mete, Trimbak B.; Bhat, Ramakrishna G.; Tetrahedron Letters; vol. 60; 2; (2019); p. 197 – 200;,
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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. 7270-63-5, name is 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H6N2O4

General procedure: Rh/Au catalyzed (but-3-yn-1-yl)-aniline trapping with diazos: To a 4.0 mL vial equipped with a magnetic stir bar was added Rh2(esp)2 (1 mol %), PPh3AuCl (10 mol %), and AgSbF6 (10 mol %) directly into the reaction vessel. A solution of (but-3-yn-1-yl)-aniline (1.1 equiv.) was then added. Lastly, the diazo (1.0 equiv.) was added. The reaction vessel was sealed and allowed to stir at reflux for 16 h (Take caution when opening reaction flask. Evolution of N2 gas creates pressurized system.) After this time, the crude reaction mixture was filtered through a slurry of celite/silica gel, concentrated, and analyzed via crude 1H NMR. The crude mixture was then purified via flash chromatography to furnish functionalized spiropyrrolidines.

The synthetic route of 7270-63-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hunter, Arianne C.; Almutwalli, Bilal; Bain, Anae I.; Sharma, Indrajeet; Tetrahedron; vol. 74; 38; (2018); p. 5451 – 5457;,
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Electric Literature of 121-98-2, A common heterocyclic compound, 121-98-2, name is Methyl 4-methoxybenzoate, molecular formula is C9H10O3, 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 methyl benzoates (15.0 mmol), CH3OH (30.0 mL) wereplaced in a 100mL round-bottomed flask equipped with a magnetic stirrer.Stirring for 10 minutes in 0 C. Then hydrazine hydrate (4.0 eq.) was added to the flask. Afterword the mixture was stirred under reflux 8 h, the reaction system was concentrated to remove CH3OH and most of hydrazine hydrate. After cooling, the contents were added petroleum-ether (50 mL) by stirring, then the white solids would be separated, washed with water and dried under vacuum. The yield was 65%~80%.

The synthetic route of 121-98-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Guofu; Yu, Yidong; Zhao, Yiyong; Xie, Xiaoqiang; Ding, Chengrong; Synlett; vol. 28; 11; (2017); p. 1373 – 1377;,
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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 35598-05-1 as follows. name: Methyl 4-methoxy-2-methylbenzoate

To a solution of methyl o-methylbenzoate (1.00 equiv) in CHCl3 (2-5 mL per mmol of methyl o-methylbenzoate) or CCl4 (5 mL per mmol of methyl o-methylbenzoate) was added NBS(1.10-2.20 equiv) and AIBN (0.02-0.04 equiv). The reaction was refluxed for 2-22 h before being cooled to rt. The solvent was then removed in vacuo (CHCl3 solvent) or via distillation (CCl4 solvent) within a fumehood to afford the desired brominated compound. CAUTION: CHCl3 and especially CCl4 are extremely toxic and carcinogenic and thus must be handled cautiously with gloves and within a fumehood appropriately ventilated.

According to the analysis of related databases, 35598-05-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; D’Hollander, Agathe C.A.; Westwood, Nicholas J.; Tetrahedron; vol. 74; 2; (2018); p. 224 – 239;,
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Synthetic Route of 1865-29-8, 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. 1865-29-8, name is Methyl 2-phenylacrylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Add Cu (OAc) 2 · H2O (2.0mg) to a dry reaction flask replaced with nitrogen(R) -L4 (Ar ‘= 4-Me-3,5- (t-Bu) 2-Ph) (5.6 mg), toluene (2.0 mL), and stirred at room temperature until a blue solution.Reduce the temperature to -25 , add Poly(methylhydrosiloxane) (120muL) and tert-butanol (182muL) to the above liquid,After stirring for 5 min, methyl 2-phenylacrylate (161 mg) was added.After stirring for 2h, then add saturated NH4Cl solution (4.0mL), continue stirring for 30min, and then separate the liquid,The aqueous phase was extracted with ethyl acetate (3 × 5.0 mL), and the combined organic phase was washed with saturated NaCl solution,The product was dried, concentrated and separated by anhydrous sodium sulfate (149mg, yield 91%, ee 35%,The dominant configuration is (S) -configuration.

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

Reference:
Patent; Dalian University; Li Zhengning; Zhao Xiaoyuan; Bai Rui; Li Quancheng; Jiang Lan; (11 pag.)CN110903189; (2020); A;,
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Synthetic Route of 1128-00-3, These common heterocyclic compound, 1128-00-3, name is Ethyl 2-aminocyclohex-1-enecarboxylate, 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.

In a 2000 ml flask were charged ethyl 2-aminocyclohexene-1-carboxylate (80.0 g, 472.8 mmol), pyridine (37.4 g, 472.8 mmol), and acetonitrile (190 ml), and the mixture was dissolved by heating to 40 C. While keeping the mixture at 40-50 C., a solution (126 ml) of benzyl chloride (63.14 g, 449.2 mmol) in acetonitrile was added dropwise. The mixture was stirred at 50-60 C. for 1.5 hr, cooled, and water (631 ml) was added dropwise at 20-30 C. over 30 min. After stirring at the same temperature for 30 min, the precipitate was collected by filtration and washed with water (631 ml). The obtained powder was dried under reduced pressure at 60 C. yield 119.62 g, 97%. [0533] Anal. calcd. for C16H19NO3, C, 70.31; H, 7.01; N, 5.12. found C, 70.29; H, 7.15; N, 5.08. HR-Ms calcd. for C16H19NO3, 274.1438 ([M+H]+). found, 274.1428 ([M+H]+).

The synthetic route of 1128-00-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yamano, Mitsuhisa; Yamada, Masatoshi; Usutani, Hirotsugu; US2015/51416; (2015); 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. 14064-10-9, name is Diethyl 2-chloromalonate, A new synthetic method of this compound is introduced below., Safety of Diethyl 2-chloromalonate

General procedure: To a stirred solution of 2 (2 mmol) and 3 (2 mmol) in 10 mL of CH2Cl2was added 0.24 mL of isoquinoline (2 mmol) dropwise at 10 8Cover 5 min. The reaction mixture was then allowed to warm toroom temperature and stand for 12 h. The solvent was removedunder reduced pressure, and the residue was purified by silica gel(Merck 230?240 mesh) column chromatography using n-hexane/EtOAc (3:1) mixture as eluent to afford the pure product.

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:
Article; Piltan, Mohammad; Yavari, Issa; Moradi, Loghman; Chinese Chemical Letters; vol. 24; 11; (2013); p. 979 – 983;,
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