Category: esters-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 33993-24-7, name is Cyclopropanecarboxylic anhydride, 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 33993-24-7, Computed Properties of C8H10O3

[0410] A solution of 315D (50.6 mg, 0.19 mmol) and cyclopropanecarboxylic acid anhydride (302 mg, 1.96 mmol) in dioxane (2 mL) was heated to 93 C. overnight. The mixture was concentrated in vacuo, diluted with EtOAc and washed with satd. Aq. KHCO3 solution (2×). The organic extract was dried (Na2SO4), filtered and concentrated. The residue was triturated with ether to obtain the title compound (11 mg, 17%) as a white solid.

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Reference:
Patent; Das, Jagabandhu; Padmanabha, Ramesh; Chen, Ping; Norris, Derek J.; Doweyko, Arthur M.P.; Barrish, Joel C.; Wityak, John; Lombardo, Louis J.; Lee, Francis Y.F.; US2004/54186; (2004); A1;,
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Related Products of 6914-71-2, The chemical industry reduces the impact on the environment during synthesis 6914-71-2, name is 1,1-Cyclopropanedicarboxylic acid dimethyl ester, I believe this compound will play a more active role in future production and life.

Reference Example 45 Production of [1-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopropyl]methanol To a solution of lithium aluminum hydride (9.34 g, 246 mmol) in THF (150 ml) was dropwise added a solution of dimethylcyclopropane-1,1-dicarboxylate (25.95 g, 164.1 mmol) in THF (150 ml) under ice cooling. The solution was stirred at 0 °C for 2 hours, and to the solution were slowly added water (9.5 ml), 15 percent aqueous solution of NaOH (9.5 ml) and water (30 ml), successively. Insoluble matters were filtered off, and the filtrate was concentrated to give cyclopropane-1,1-dimethylmethanol as colorless oily substance.

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, 1,1-Cyclopropanedicarboxylic acid dimethyl ester, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1591446; (2005); 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. 63106-93-4, name is 1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one

34 kg of aluminium chloride (255 moles) are suspended in 240 L of toluene and then 38.3 kg of diethylamine (523.5 moles) are added while maintaining the temperature between 15 and 300C. The lactone concentrate (38 kg) obtained earlier is poured on the medium maintained at 25C. The reaction medium is stirred for at least 1 hour 30 minutes. Formation of a precipitate is observed.This reaction medium is hydrolyzed with 345 L of water and then filtered after adding a filtration adjuvant. After decantation, the organic phase is washed twice with 235 L and 175 L of water and then concentrated until an amide-alcohol concentrate of 110 L is obtained.

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; PIERRE FABRE MEDICAMENT; NICOLAS, Marc; HELLIER, Paul; DIARD, Catherine; SUBRA, Laurent; WO2010/86394; (2010); A1;,
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Synthetic Route of 54535-22-7, These common heterocyclic compound, 54535-22-7, name is Diethyl 2-((phenylamino)methylene)malonate, 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 1 L three-necked flask fitted with a mechanical stirrer was charged with 2-phenylaminomethylene-malonic acid diethyl ester (26.3 g, 0.100 mol), polyphosphoric acid (270 g) and phosphoryl chloride (750 g). The mixture was heated to 70 C. and stirred for 4 h. The mixture was cooled to room temperature and filtered. The residue was treated with aqueous Na2CO3 solution, filtered, washed with water and dried. 4-Hydroxyquinoline-3-carboxylic acid ethyl ester was obtained as a pale brown solid (15.2 g, 70%). The crude product was used in next step without further purification.

The synthetic route of 54535-22-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; Chu, Cathy; Dhamankar, Varsha; Dokou, Eleni; Haseltine, Eric L.; Moskowitz, Samuel; Robertson, Sarah; Waltz, David; Chen, Weichao George; US2019/240197; (2019); A1;,
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Synthetic Route of 18448-47-0, These common heterocyclic compound, 18448-47-0, name is Methyl cyclohex-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.

2.5 M n-Butyllithium in hexanes (7.25 mL, 18.1 mmol) was added dropwise to a cooled (ice water bath) mixture of S-(-)-N-benzyl-alpha-methylbenzylamine (15.1 mmol) in THF (60 mL). After stirring for 30 minutes the mixture was cooled to -95 C. (liquid nitrogen/acetone bath). A solution of methyl-1-cyclohexenecarboxylate (12.5 mmol) in THF (10 mL) was added to the chilled reaction mixture dropwise. After 1.5 hours the liquid nitrogen/acetone bath was replaced with a dry ice/acetone bath. The chilled reaction mixture was stirred for 2 hours and was quenched by the dropwise addition of 2,6-di-tert-butylphenol (25.2 mmol) in THF (20 mL). The reaction mixture was warmed to room temperature then concentrated in vacuo. The residue was dissolved in 100 mL of 50% dichloromethane in ether. The mixture was washed twice with brine. The organic layer was dried (magnesium sulfate), filtered and concentrated in vacuo. The crude material was purified by silica gel chromatography (solvent gradient: ethyl aceteate/hexanes, 2% to 5%) to afford the desired product (2.25 g) as a yellow oil in 54% yield.: 1H NMR (300 Mz, CDCl3) delta 7.38 (d, 4 H, J=7.3), 7.28 (m, 5 H), 7.18 (m, 2 H), 3.93 (m, 2 H), 3.77-3.68 (m, 1 H), 3.60 (s, 3 H), 2.68 (m, 1 H), 2.50 (m, 1 H), 2.14 (m, 1 H), 1.81 (m, 1 H), 1.70-1.52 (m, 4 H), 1.35-1.12 (m, 2 H) 1.27 (d, 3 H, J=7.0); MS m/e 352 (M+H)+.

Statistics shows that Methyl cyclohex-1-enecarboxylate is playing an increasingly important role. we look forward to future research findings about 18448-47-0.

Reference:
Patent; Marcin, Lawrence R.; Higgins, Mendi A.; US2005/113442; (2005); A1;,
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These common heterocyclic compound, 61837-46-5, name is Methyl 2-bromo-4-methylpentanoate, 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: 61837-46-5

Example 109 2-(6-Chloro-2,3-dioxo-2,3-dihydro-indol-1-yl)-4-methyl-pentanoic acid thiazol-2-ylamide A mixture of sodium hydride (60% in oil, 264 mg) in N,N-dimethylformamide at 0 C. was treated with a solution of 6-chloro-1H-indole-2,3-dione (1.0 g) in N,N-dimethyl formamide (total volume is 25 mL). The reaction mixture was then stirred for 30 min at 0 C. After this time, the reaction mixture was treated with 2-bromo-4-methyl-pentanoic acid methyl ester (prepared as in Example 9, 1.38 g) and stirred for another 1 h at 0 C. The reaction mixture was then allowed to warm to room temperature and stirred for 3 h. After this time, the reaction was diluted with water and extracted with methylene chloride. The organic layers were combined and then dried over sodium sulfate, filtered to remove the drying agent and the filterate concentrated in vacuo. The residue obtained was then purified by silica gel column chromatography to afford 2-(6-chloro-2,3-dioxo-2,3-dihydro-indol-1-yl)-4-methyl-pentanoic acid methyl ester (1.3 g, 76%).

The synthetic route of Methyl 2-bromo-4-methylpentanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kester, Robert Francis; US2012/142705; (2012); A1;,
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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 869-10-3 as follows. Computed Properties of C10H16Br2O4

To a solution of diethyl 2,5-dibromoadipate (36 g, 100 mmol) in N, N-dimethylformamide (150 mL) was added sodium sulfide (11.8 g, 150 mmol) at room temperature and stirred at room temperature 5 hours.Water and ethyl acetate were added to the reaction, the organic phase was separated, washed with saturated brine, dried and concentrated, and then separated by column chromatography (ethyl acetate / petroleum ether = 1/20) to give the title compound (11.6 g, 50%).

According to the analysis of related databases, 869-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Sai Lintai Pharmaceutical Co., Ltd.; Liang Zhi; Liu Zhihua; Dai Yusen; Hu Yuandong; Sun Ying; Huang Yuanyuan; Peng Yong; Kong Fansheng; Luo Hong; Han Yongxin; (76 pag.)CN107474024; (2017); A;,
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Electric Literature of 7270-63-5, 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.

General procedure: To a solution of diazo compound 1 (0.5 mmol) and alkynes (1.1 mmol) in toluene (2 mL) was added rhodium(II) pivalate (0.01 mmol). The reaction mixture was stirred at 60C for 0.5-5 h. The solvent was evaporated in rotary evaporator under reduced pressure to give the residue. The residue was purified by flash column chromatography on silica gel to give the product. 4.2.11. 2,4-Bis(3-chlorophenyl)-6H-furo[2,3-b]pyran-6-one (5j). Reaction of 1 (85 mg, 0.5 mmol) and 3-chloro-1-ethynylbenzene (149 mg, 1.1 mmol) under Rh2(OPiv)4 (6 mg, 0.01 mmol) afforded 5j (71 mg, 40%) as a solid: mp 198-200 C; 1H NMR (300 MHz, CDCl3) delta 7.57-7.56 (2H, m), 7.49-7.45 (4H, m), 7.31-7.19 (2H, m), 6.82 (1H, s), 6.16 (1H, s); 13C NMR (75 MHz, CDCl3) delta 159.1, 158.8, 152.2, 147.3, 136.7, 135.4, 135.1, 130.9, 130.6, 130.4, 130.2, 128.4, 127.5, 125.6, 123.6, 121.7, 105.7, 101.6, 99.4; IR (KBr) 3084, 1748, 1606, 1526, 1261, 1180, 1094, 785 cm-1; HRMS m/z (M+) calcd for C19H10Cl2O3: 356.0007. Found: 356.0007.

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, 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Somai Magar, Krishna Bahadur; Lee, Yong Rok; Kim, Sung Hong; Tetrahedron; vol. 69; 44; (2013); p. 9294 – 9302;,
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Adding a certain compound to certain chemical reactions, such as: 17449-48-8, name is Dimethyl 5-fluoroisophthalate, 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 17449-48-8, Recommanded Product: 17449-48-8

General procedure: An aqueous 1 M NaOH solution (1.0 eq)was added to a solution of diester No.12a-b (1.0 eq) in MeOH (1 mL/0.1 mmol of the diester). Afterstirring at room temperature for 16 h, the solution was acidified with aqueous 5% KHSO4 solution topH 3, diluted with water (20 mL) and extracted with EtOAc (3 x 20 mL). Combined organic extractswere washed with brine (20 mL), dried over anhydrous Na2SO4 and evaporated under reducedpressure to afford monoester.

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 5-fluoroisophthalate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zogota, Rimants; Kinena, Linda; Withers-Martinez, Chrislaine; Blackman, Michael J.; Bobrovs, Raitis; Pantelejevs, Teodors; Kanepe-Lapsa, Iveta; Ozola, Vita; Jaudzems, Kristaps; Suna, Edgars; Jirgensons, Aigars; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 344 – 352;,
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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. 609-12-1, name is Ethyl 2-bromo-3-methylbutanoate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H13BrO2

Under a nitrogen atmosphere, 4. 07 g of potassium ethoxide and 150 mL of purified tetrahydrofuran were added to a 250 mL three-necked flask equipped with a refluxing device and 8 g of ethyl 2-cyclopentyl-2-cyanoacetate was added. The reaction was stirred at room temperature (about 25 C). And then slowly added dropwise to a solution of ethyl 2-bromoisovalerate (9. 2 g) in 50 mL of tetrahydrofuran,And the mixture was heated under reflux for 8 hours. The solvent was then removed by evaporation to give a red viscous liquid and a mixture of white solids. Extracted with ether, washed with water, 5% sodium hydrogencarbonate, and then washed with water until the organic phase was neutral. The organic phase was dried over anhydrous magnesium sulphate for 12 h. Filtering, concentrating the solvent to obtain crude product, and then vacuum distillation, the unreacted raw materials and low boiling point of the material evaporated, 2-cyclopentyl-3-isopropyl-2-cyano-succinate 9. 5 g. The mass spectrum and infrared spectrum of the product were consistent with the structure of the target compound.

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 609-12-1.

Reference:
Patent; China Petroleum & Chemical Corporation; SINOPECBeijing Research InstituteofChemicalIndustry; XIE, LUNJIA; TIAN, YU; FENG, ZAIXING; ZHAO, SIYUAN; SUN, ZHUFANG; (18 pag.)CN104418770; (2016); B;,
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