Category: esters-buliding-blocks

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. 110104-60-4, name is (E)-Methyl 4-chloro-3-methoxybut-2-enoate, A new synthetic method of this compound is introduced below., Safety of (E)-Methyl 4-chloro-3-methoxybut-2-enoate

Genera procedure: To a solution of the corresponding alkyl amine (1.2 equiv) in THF (2.0 M) was added simultaneously a solution of (E)-4-chloro-3-methoxy-but-2-enoic acid methyl ester (1 equiv) in acetonitrile (1.5 M) and a solution of triethylamine (1 equiv) in acetonitrile (3.6 M) over 30 min at room temperature. After stirring overnight at room temperature or 3 h at 55 C, the resulting precipitate in the reaction mixture was removed by filtration. The mother liquor was concentrated and purified by flash chromatography on silica gel eluting with a gradient of 20-100% ethyl acetate in hexanes to afford the title compound in greater than 75% yield.

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; Alhambra, Cristobal; Becker, Chris; Blake, Timothy; Chang, Amy; Damewood Jr., James R.; Daniels, Thalia; Dembofsky, Bruce T.; Gurley, David A.; Hall, James E.; Herzog, Keith J.; Horchler, Carey L.; Ohnmacht, Cyrus J.; Schmiesing, Richard Jon; Dudley, Adam; Ribadeneira, Maria D.; Knappenberger, Katherine S.; MacIag, Carla; Stein, Mark M.; Chopra, Maninder; Liu, Xiaodong F.; Christian, Edward P.; Arriza, Jeffrey L.; Chapdelaine, Marc J.; Bioorganic and Medicinal Chemistry; vol. 19; 9; (2011); p. 2927 – 2938;,
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Adding a certain compound to certain chemical reactions, such as: 135908-33-7, name is Methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate, 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 135908-33-7, Formula: C10H17NO2

Example 8 : 4- (((2- ((trans-4- (tert-butyl)c clohexyl)oxy) -4-methylnaphthalen- l-yl)methyl)amino)bicyclo[2.2.2]octane-l-carboxylic acid To a mixture of 2-(cis-4-tert-butylcyclohexyloxy)-4-methyl-l-naphthaldehyde (lOOmg, 0.31 mmol, 1.0 eq) in toluene (1 mL) were added methyl 4- aminobicyclo[2.2.2]octane-l-carboxylate hydrochloride (81 mg, 0.37 mmol, 1.2 eq) and MgS04 (74 mg, 0.62 mmol, 2.0 eq). The resulting mixture was heated to reflux and stirred for 48 h. After being concentrated under reduced pressure, the residue was dissolved in THF (lmL). NaBH(OAc)3 (196 mg, 0.93 mmol, 3.0 eq) was added and the mixture was heated to reflux and stirred for 24 h. After cooling down to room temperature, the residue was diluted with EtOAc (5 mL). The suspension was filtered and the filtrate was concentrated under reduced pressure to give the residue, which was purified by column chromatography on silica gel (petroleum ether /EtOAc = 1/1) to yield the target ester (35 mg, 23 % yield) as a yellow oil. LCMS m/z 492.4 [M+H] +. Hydrolysis following standard condition gave the title compound as a white solid (20 mg, 69% yield). LCMS m/z 478.3 [M+H] +; 1H NMR (400 MHz, CD3OD) delta: 8.06- 8.01 (m, 2H), 7.61-7.59 (m, 1H), 7.49-7.47 (m, 1H), 7.36 (s, 1H), 4.54 (bs, 3H), 2.74 (s, 3H), 2.32-2.29 (m, 2H), 2.16 (bs, 12H), 1.99-1.94 (m, 2H), 1.54-1.51 (m, 2H), 1.34-1.24 (m, 2H), 1.20-1.14 (m, 1H), 0.91 (s, 9H).

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 4-aminobicyclo[2.2.2]octane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOGEN IDEC MA INC.; GUCKIAN, Kevin; KUMARAVEL, Gnanasambandam; LIU, Xiaogao; MA, Bin; PENG, Hairuo; WO2014/120764; (2014); A1;,
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Reference of 79383-44-1, The chemical industry reduces the impact on the environment during synthesis 79383-44-1, name is Methyl 2-methoxy-6-methylbenzoate, I believe this compound will play a more active role in future production and life.

Intermediate 4-A: (2-Methoxy-6-methylphenyl)methanolTo a solution of methyl 2-methoxy-6-methylbenzoate (CAS 79383-44-1, 500 mg, 2.77 mmol) in THF (5 ml) at 0 C was added LiAIH4 (211 mg, 5.55 mmol). The mixture was stirred at 0C for 2h and then at room temperature for 15h. The reaction mixture was then diluted with THF, and then quenched with sodium sulfate decahydrate. The mixture was then stirred for 1 h, dried over Na2504, filtered, and then concentrated to furnish the title compound. MS (ESl+) m/z 135.0 (M-OH).

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 2-methoxy-6-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; ADAMS, Christopher; EHARA, Takeru; JENDZA, Keith; JI, Nan; KAWANAMI, Toshio; MAINOLFI, Nello; POWERS, James J.; SERRANO-WU, Michael; ZHANG, Chun; WO2015/66241; (2015); A1;,
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Related Products of 191478-99-6, 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. 191478-99-6, name is Methyl 4-amino-2,6-difluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Pyridine-4-thiol (16.7 g, 150 mmol) was dissolved in concentrated hydrochloric acid (110 ml) and water (30 ml). After cooling to 0 C., chlorine gas was bubbled for 1 hour. The reaction solution was diluted with ice-water (75 g), and neutralized by gradually adding sodium hydrogen carbonate. After extraction with methylene chloride (150 ml×3) cooled to 5 to 10 C., the organic layers were combined and dried over anhydrous sodium sulfate. Then, the solvent was removed under reduced pressure to obtain the corresponding sulfonyl chloride. In another reaction vessel, methyl 4-amino-2,6-difluorobenzoate (16.9 g, 90.3 mmol) and pyridine (10 ml) were dissolved in methylene chloride (200 ml). After cooling to -10 C., the above-described solution of the sulfonyl chloride in methylene chloride was added thereto, followed by stirring at room temperature for 6 hours. The organic layer was washed with 0.1 N hydrochloric acid (200 ml×2), and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=2:1 to 1:1) to obtain the title compound (11.2 g, 38% over two steps). [0839] MS (ESI) m/z 329 (M+H)+

The synthetic route of Methyl 4-amino-2,6-difluorobenzoate has been constantly updated, and we look forward to future research findings.

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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Electric Literature of 120-61-6, 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. 120-61-6, name is Dimethyl terephthalate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The reaction described in Example 1 was repeated, yielding the product from pure isobutyl alcohol.In a three-necked flask equipped with stirring blades0.3 mol of dimethyl terephthalate (DMT) was added,2 moles of isobutanol,The temperature was raised to 120 C,After the DMT was completely dissolved,17.46 g of Nafion resin was added,After the control reaction temperature between 127 ~ 137 ,So that the droplet dropping speed control in 3 to 6 drops per second,Every 7h add 2mol isobutanol,Add a total of two times,Reaction 21h after the end.After the ester interchange reaction is completed,The solid resin was filtered off,The crude product was then reactedWas added to the clean flask,And add a little porcelain pieces after vacuum distillation,Vacuum control in about 0.08MPa,Slowly increase the distillation temperature to no liquid drops,The distillation temperature did not exceed 142 C.The final product after vacuum distillation was analyzed by capillary gas chromatography,The composition is shown in Table 1 below.The isolated final product weighed 77.739 g,The theoretical amount of product was 83.50 g,The overall yield was therefore 93.1%

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

Reference:
Patent; Shanghai Huayi Energy Chemical Co., Ltd.; Xu, Yunfeng; Zhao, Zhengkang; Ma, Jinqiang; Chen, Chen; Cui, Yunhue; Tan, Dong; (10 pag.)CN105693519; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 27492-84-8, The chemical industry reduces the impact on the environment during synthesis 27492-84-8, name is Methyl 4-amino-2-methoxybenzoate, I believe this compound will play a more active role in future production and life.

To a cooled (0°C) solution of phosgene (20percent solution in toluene, 2.76 ml, 5.52 MMOL) in dry DICHLOROMETHANE (75 ml) was added, under an argon atmosphere, methyl 4-amino-2- methoxybenzoate (1 G, 5.52 MMOL) in one portion, followed by a dropwise addition of diisopropylethylamine (1.92 ML, 11.04 MMOL). The mixture was stirred for 15 minutes at 0°C prior to the addition of 2-bromo-4 (trifluoromethoxy) aniline (0.83 ML, 5.52 MMOL). The reaction mixture was stirred at 0°C for a further 2 hours and then was allowed to stir at room temperature overnight. The organic phase was washed with 1 N aq. HCI (2x), sat. aq. NAHCO3, dried over MGS04 and concentrated in vacuo to give a solid residue which was recrystallized in hot acetonitrile. The fine crystalline solid was filtered off, washed with cold acetonitrile and dried in vacuo to give the title compound Ex 106 as a pale-orange solid (1. 64G, 3.54 mmol, 64percent). ‘H-NMR (DMSO-d6) : 6 3.74 (s, 3H), 3.80 (s, 3H), 7.02 (d, 1H), 7.38 (s, 1H), 7.42 (d, 1H), 7.69 (d, 1H), 7.74 (s, 1H), 8.17 (d, 1H), 8.36 (s, 1H), 9.85 (s, 1H)

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 4-amino-2-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; 7TM PHARMA A/S; LITTLE, Paul Brian; WO2004/48319; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 55666-43-8, 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. 55666-43-8 name is tert-Butyl 3-bromopropanoate, 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.

The methodologies described in Example 36 substituting feri-butyl 3-bromopropanoate for 2-bromoethanol and additionally including acetone (0.4 mL) in the solution gave the title compound. MS (ESI+) m/z 554 (M+H)+.

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

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; TONG, Yunsong; XU, Xiangdong; CHUNG, Seungwon; ZHANG, Qingwei, I.; SHI, Lei; MURAUSKI, Kathleen; DART, Michael, J.; RANDOLPH, John, T.; (238 pag.)WO2019/90085; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 6065-82-3 as follows. SDS of cas: 6065-82-3

A solution of 40 ml (224 mmol) of ethyl diethoxyacetate, 19 ml (268 mmol) of acetyl chloride and 0.1 g (0.45 mmol) of iodine is heated at 50oC for 4 hours. Only 60% of the desired product is formed. The reaction medium is cooled to room temperature, 19 ml (268 mmol) of acetyl chloride are added and the medium is heated at 50oC for a further 18 hours. The reaction medium is evaporated to dryness under vacuum. 36.3 g (100%) of crude ethyl chloroethoxyacetate are obtained.

According to the analysis of related databases, 6065-82-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT, S.N.C.; WO2004/113331; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 17205-02-6,Some common heterocyclic compound, 17205-02-6, name is Ethyl 3-hydroxycyclobutanecarboxylate, molecular formula is C7H12O3, 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.

Ethyl 3-hydroxycyclobutane-1-carboxylate (4 g, 27.4 mmol, 1.0 equiv) was dissolved in N,N-dimethylformamide and cooled to 0 C. NaH (60 %) (1.66 g, 41.6 mmol, 1.5 equiv) was added portion wise and the reaction mixture was stirred at 0 C for 24 hours.1-(chloromethyl)-4-methoxybenzene (5.24 g, 33.3 mmol, 1.2 equiv) was added and the reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (0-30 % EtOAc in Hexane) to afford product 3.1.19a (4.82 g, 65.8 % yield). LCMS (mlz): 265.5 [M+H]. 1H NMR (400 MHz, DMSO) 6 7.27 – 7.21 (m, 2H), 6.94 – 6.84 (m, 2H), 4.29 (s, 2H), 4.12-3.99(m, 2H), 3.99-3.83(m, 1H), 3.74(s, 3H), 2.66 (tt, J= 9.7, 8.0 Hz, 1H), 2.44-2.32 (m, 2H), 2.22-1.96 (m, 2H), 1.21-1.14 (m, 3H).

The synthetic route of 17205-02-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; FU, Jiping; LEE, Patrick; MADERA, Ann Marie; SWEENEY, Zachary Kevin; WO2015/66413; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 19397-74-1, name is Ethyl 4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylate, 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 19397-74-1, Application In Synthesis of Ethyl 4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylate

The compound 4,5-dihydronaphthalene [1,2-b]thiophene-2-carboxylic acid ethyl ester (0.5 g, 1.94 mmol) and benzoyl peroxide (5 mg) obtained by the method of 14b) were dissolved in dry. In a solution of CC14 (8 mL), NBS (0.52 g, 2.9 mmol) was. The reaction solution was refluxed while being irradiated with a 200 W fluorescent lamp, and the generated hydrogen bromide gas was purged with a nitrogen stream, and the reaction was further refluxed for 1 hour. The reaction was completed to completion by TLC, and the reaction mixture was cooled, filtered and concentrated to give a crude product.With ethyl acetate /Recrystallization from n-hexane gave a yellow solid, 0.43 g.The yield was 87.2%.

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 4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Peking University; Jiangsu Enhua Pharmaceutical Co., Ltd.; Zhang Liangren; Wang Kewei; Yang Taoyi; Xue Yu; Li Qing; Zhang Guisen; (35 pag.)CN108727416; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics