The origin of a common compound about tert-Butyl 4-bromo-2,6-difluorobenzoate

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.

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. 955887-09-9, name is tert-Butyl 4-bromo-2,6-difluorobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: tert-Butyl 4-bromo-2,6-difluorobenzoate

To tert-butyl 4-bromo-2,6-difluorobenzoate (1.47 g, 5.00 mmol), DMA (10 ml), copper(I) chloride (990 mg, 10.0 mmol), triethylamine (1.74 ml, 12.5 mmol), and TMSN3 (1.32 ml, 10.0 mmol) were added, followed by stirring at 100 C. for 16 hours. To the reaction liquid, water was added, followed by extraction with ethyl acetate (10 ml¡Á3). After concentration under reduced pressure, the residue was purified by reversed-phase HPLC (H2O containing 0.1% TFA/CH3CN system), followed by freeze-drying, to obtain a TFA salt (810 mg, 71%) of the title compound. [1075] MS (ESI) m/z 230 (M+H)+

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; AJINOMOTO CO., LTD.; Ueno, Hirokazu; Yamamoto, Takashi; Takashita, Ryuta; Yokoyama, Ryohei; Sugiura, Toshihiko; Kageyama, Shunsuke; Ando, Ayatoshi; Eda, Hiroyuki; Eviryanti, Agung; Miyazawa, Tomoko; Kirihara, Aya; Tanabe, Itsuya; Nakamura, Tarou; Noguchi, Misato; Shuto, Manami; Sugiki, Masayuki; Dohi, Mizuki; US2015/51395; (2015); A1;,
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Brief introduction of Methyl 3-bromopropiolate

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

Related Products of 23680-40-2, The chemical industry reduces the impact on the environment during synthesis 23680-40-2, name is Methyl 3-bromopropiolate, I believe this compound will play a more active role in future production and life.

General procedure: Methyl 3-bromopropiolate 2 (0.5 mmol), furan 1 (0.6 mmol) and distilled toluene (1.5 mL) were added to atwo-necked flask, and the mixture was stirred at reflux for 24 h under nitrogen atmosphere. After completion ofthe initial DielsAlder reaction, silica gel (150 mg) was added under flow of nitrogen and the mixture wasstirred at reflux for 2 h. After removal of the solvent and filtration, a product 4 was purified by silica gelcolumn chromatography or PTLC using a mixture of ethyl acetate and n-hexane as an eluent.

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

Reference:
Article; Shinohara, Hiroyuki; Sonoda, Motohiro; Hayagane, Naoya; Kita, Shota; Tanimori, Shinji; Ogawa, Akiya; Tetrahedron Letters; vol. 55; 38; (2014); p. 5302 – 5305;,
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A new synthetic route of Methyl 5-bromo-4-fluoro-2-methoxybenzoate

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 of 314298-22-1, The chemical industry reduces the impact on the environment during synthesis 314298-22-1, name is Methyl 5-bromo-4-fluoro-2-methoxybenzoate, I believe this compound will play a more active role in future production and life.

Step 3: Cool in ice a solution of the product of Step 2 (1.15 g, 4.1 mmol) in THF (15 ml). Add dropwise BH3.Me2S (2.0M in THF, 4.2 ml, 8.4 mmol). Heat at 60 C. 18 h, allow to cool, quench with methanol, concentrate and partition with EtOAc and sat. NaHCO3. Wash with water, then brine, dry (MgSO4) and concentrate to obtain the alcohol as a 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, Methyl 5-bromo-4-fluoro-2-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Schering Corporation; US2004/220194; (2004); A1;,
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Simple exploration of Methyl 3-chlorocyclobutanecarboxylate

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.

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. 15963-46-9, name is Methyl 3-chlorocyclobutanecarboxylate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 3-chlorocyclobutanecarboxylate

Step 1: To a 3-neck flask that had been purged and maintained with an inert atmosphere of nitrogen, was placed a solution of phenol (111 g, 1.18 mol) in DMSO (2000 mL). To thissolution was added potassium tert-butoxide (240 g, 2.14 mol), and the mixture was heated to80C with vigorous stirring under an argon atmosphere for 15 minutes. To the above solution was added methyl 3-chlorocyclobutanecarboxylate (160 g, 1.08 mol) dropwise with stirring followed by tetrabutylammonium iodide (238 g, 0.646 mol). The reaction mixture was stirred for 1.5 h at 80C. The mixture was cooled to 10C, quenched with water (30 mL), and theaqueous layer was extracted with EtOAc (3 x 1000 mL). The combined organic layers were washed with brine (200 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (1:40 EtOAc:petroleum ether) to afford methyl 3-phenoxycyclobutanecarboxylate as a solid.

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; MERCK SHARP & DOHME CORP.; FISCHER, Christian; BOGEN, Stephane, L.; CHILDERS, Matthew, L.; LLINAS, Francesc Xavier Fradera; ELLIS, J. Michael; ESPOSITE, Sara; HONG, Qingmei; HUANG, Chunhui; KIM, Alexander, J.; LAMPE, John, W.; MACHACEK, Michelle, R.; MCMASTERS, Daniel, R.; OTTE, Ryan, D.; PARKER, Dann, L., Jr.; REUTERSHAN, Michael; SCIAMMETTA, Nunzio; SHAO, Pengcheng, P.; SLOMAN, David, L.; UJJAINWALLA, Feroze; WHITE, Catherine; WU, Zhicai; YU, Yang; ZHAO, Kake; GIBEAU, Craig; BIFTU, Tesfaye; BIJU, Purakkattle; CHEN, Lei; CLOSE, Joshua; FULLER, Peter, H.; HUANG, Xianhai; PARK, Min, K.; SIMOV, Vladimir; WITTER, David, J.; ZHANG, Hongjun; (297 pag.)WO2016/89797; (2016); A1;,
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Research on new synthetic routes about Methyl 2,2-dimethoxyacetate

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

Adding a certain compound to certain chemical reactions, such as: 89-91-8, name is Methyl 2,2-dimethoxyacetate, 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 89-91-8, name: Methyl 2,2-dimethoxyacetate

Compound 7 (15mmol) and methyl 2,2-dimethoxypropionate (30mmol) were kept in a 10mL screw-capped vial was stirred at 80C overnight. The reaction mixture was loaded on silica and resulting 110 dimethoxy acetamide intermediate 8 was purified by silica column chromatography using hexane and ethylacetate at a ratio of 2:1. The resulted compound without further purification was dissolved in 5mL concentrated sulfuric acid and stirred at 40C overnight. Subsequently, the acidic solution poured into ice-water, and the precipitate was collected and washed with water and diluted sodium bicarbonate solution [16]. The yield was 42%.1H NMR (500MHz, DMSO-d6) delta 8.91 (s, 1H, H1-isoquinoline), 7.64 (d, J=8.4Hz, 1H), 7.49 (d, J=8.4Hz, 1H), 6.87 (s, 1H, H4-isoquinoline), 5.74 (bs, 1H, OH), 2.54 (s, 3H, CH3).

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

Reference:
Article; Assadieskandar, Amir; Yu, Caiqun; Maisonneuve, Pierre; Liu, Xu; Chen, Ying-Chu; Prakash, G.K. Surya; Kurinov, Igor; Sicheri, Frank; Zhang, Chao; European Journal of Medicinal Chemistry; vol. 146; (2018); p. 519 – 528;,
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The important role of Ethyl propiolate

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.

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. 623-47-2, name is Ethyl propiolate, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H6O2

a) (4-Chloro-phenyl)-propynoic acid ethyl esterA mixture of l-chloro-4-iodobenzene (120.4 g, 0.50 mol) and cesium carbonate (352.8 g, 1.0 mol) in tetrahydrofuran (1.275 L) was evaporated and flushed with argon. Then cuprous iodide (3.81 g, 20.0 mmol) and bis(triphenylphosphine)palladium(II) chloride (7.02 g, 10.0 mmol) were added and then ethyl propiolate (100 g, 1.01 mol) was added dropwise over a period of 20 min. The resulting dark brown suspension was stirred for 41 h at 35 C, then filtrated over Hyflo and washed with THF (5 L). The solution was concentrated and treated with toluene/heptane 1 :2 (1.5 L) and stirred for 1 h at 45 C under reduced pressure (250 mbar). The resulting suspension was filtered and the residue was washed with further toluene/heptane 1 :2 (1.5 L). The solid was dried affording 181.64 g (MS m/e: 209.0/211.2 [M+H]+) of a dark brown oil as crude product which was used without further purification.

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; F. HOFFMANN-LA ROCHE AG; KNUST, Henner; KOBLET, Andreas; NETTEKOVEN, Matthias; RATNI, Hasane; RIEMER, Claus; VIFIAN, Walter; WO2011/85886; (2011); A1;,
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The important role of Methyl 4-(2-methoxy-2-oxoethyl)benzoate

The synthetic route of 52787-14-1 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 52787-14-1, A common heterocyclic compound, 52787-14-1, name is Methyl 4-(2-methoxy-2-oxoethyl)benzoate, molecular formula is C11H12O4, 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- (4- (methoxycarbonyl) phenyl) acetic acid (58,24.04 dirty 1) to the reaction flask, 31111 water, 31111 5ml tetrahydrofuran and a mixed solvent of ethanol raw materials were dissolved. Was then added Eta0Eta-Eta20 (1.068,25.24pipiomicron1) alpha25 C was stirred for 10 hours the reaction is substantially complete. The solution was spin-off in tetrahydrofuran and ethanol, followed by addition of 26ml of dilute hydrochloric acid (lmmol / L), and a white precipitate formed, suction, infrared drying to give a white solid 4.4g, 94.4% yield

The synthetic route of 52787-14-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; Xiang, Hua; Xu, Pei; Wang, Wenbin; Qian, Zhouyang; Chen, Mingqi; You, Qidong; (15 pag.)CN105541777; (2016); A;,
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Some scientific research about Methyl 2-amino-5-methoxybenzoate

The synthetic route of 2475-80-1 has been constantly updated, and we look forward to future research findings.

Electric Literature of 2475-80-1,Some common heterocyclic compound, 2475-80-1, name is Methyl 2-amino-5-methoxybenzoate, molecular formula is C9H11NO3, 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) A solution of butyl lithium in hexane (2.5M, 18.5 ml) was added to a stirred solution of 1,5-dimethyl-tetrazole (4.55 g) in dry tetrahydrofuran (100 ml) at 0. After 30 minutes methyl 2-amino-5-methoxybenzoate (2.8 g) was added and stirring was continued for 3 hours. The reaction mixture was poured into water (200 ml), acidified with hydrochloric acid (5N) to pH 1, and extracted with dichloromethane (3*100 ml). The extract was dried over anhydrous magnesium sulphate and evaporated. The residue was recrystallized from industrial methylated spirit to give the novel compound 1-(2-amino-5-methoxyphenyl)-2-(1-methyl-1H-tetrazol-5-yl)ethanone, m.p. 170-172.

The synthetic route of 2475-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Boots Company Plc; US4659718; (1987); A;,
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Extracurricular laboratory: Synthetic route of Methyl 2-(3-bromophenyl)acetate

The synthetic route of 150529-73-0 has been constantly updated, and we look forward to future research findings.

Application of 150529-73-0,Some common heterocyclic compound, 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, 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.

To a dry 100 mL three-necked flask was added methyl 3-bromophenylacetate (4.58 g, 20 mmol, 1.0 eq) under N2.Add anhydrous tetrahydrofuran (30 mL),A 2.0 M solution of lithium diisopropylamide in THF / heptane / ethylbenzene (10.5 mL, 21 mmol, 1.05 eq) was slowly added dropwise at -78 C.After the completion of the dropwise addition, the mixture was stirred for 30 minutes, and then methyl iodide (2.84 g, 20 mmol,1.0eq). Stirring was continued at room temperature for a further 3 hours.60 mL of water was added to the reaction flask, followed by extraction with 50 mL of dichloromethane, and the mixture was separated.The aqueous phase was extracted twice more with 30 mL of dichloromethane. Combine the organic phase,Wash twice with saturated saline solution,Drying with anhydrous sodium sulfate, concentration, and the residue was separated by column chromatography.Methyl 2-(3-bromophenyl)propanoate 3.95 g was obtained in a yield of 82.3%.

The synthetic route of 150529-73-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Xianggen Biological Technology Co., Ltd.; Peng Jinan; Li Fanglin; Zhang Qishan; Luo Yuting; Xiao Qicai; Gao Liqian; (10 pag.)CN108794319; (2018); A;,
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Simple exploration of (E)-Ethyl 4-bromobut-2-enoate

The synthetic route of (E)-Ethyl 4-bromobut-2-enoate has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, 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. HPLC of Formula: C6H9BrO2

General procedure: Amines 10a-f (1.0 equiv), N,N-diisopropylethylamine (1.5 equiv), ethyl (E)-4-bromobut-2-enoate(5, 1.3 equiv) and CH2Cl2 (25 mL) were placed in a round bottom flask and stirred at 20 C for1 h, under nitrogen. After completion of the reaction (TLC) the reaction mixture was extracted withNaHCO3 (3 30 mL) and water (1 30 mL). The organic phase was dried over Na2SO4 and thesolvent removed under reduced pressure to yield the crude product. The crude product was purifiedby silica gel column chromatography (9:1 hexanes:EtOAc).Ethyl (E)-4-(thiazolidin-3-yl)but-2-enoate (14a). 1.21 g (63 %) as a yellow oil.

The synthetic route of (E)-Ethyl 4-bromobut-2-enoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rodriguez-Lozada, Josue; Tovar-Gudino, Erika; Guevara-Salazar, Juan Alberto; Razo-Hernandez, Rodrigo Said; Santiago, Angel; Pastor, Nina; Fernandez-Zertuche, Mario; Molecules; vol. 23; 11; (2018);,
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