Category: ethers-buliding-blocks

Synthetic Route of 439814-87-6, A common heterocyclic compound, 439814-87-6, name is 4-Bromo-1-(dimethoxymethyl)-2-fluorobenzene, molecular formula is C9H10BrFO2, 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.

Step 2 4-(4-Acetylpiperazin-l-yl)-2-fluorobenzaldehyde Palladium(II) acetate (111 mg, 0.49 mmol), 2-dicyclohexylphosphino-2′,6′-di-i-propoxy- Iota,Gamma-biphenyl (469 mg, 0.98 mmol) and sodium teri-butoxide (4.88 g, 49.2 mmol) were combined and the flask was purged with nitrogen. A solution of 1-piperazin-l-ylethanone (4.1 g, 32 mmol) and 4-bromo-l-(dimethoxymethyl)-2-fluoro-benzene (6.13 g, 24.6 mmol) in 1,4-dioxane (82 mL) was then added and the reaction was stirred at 100 C for 16 hours. The reaction was then filtered through diatomaceous earth and concentrated. The resulting residue was dissolved in 50 mL of THF and 50 mL of 1 N aqueous HC1 was added and the reaction was stirred at ambient temperature for 16 hours. The reaction was then neutralized with saturated aqueous Na2C03 and extracted with dichloromethane (x3), dried with MgSC>4, concentrated and purified by silica gel column chromatography (0-10% methanol in dichloromethane) to give 4-(4-acetylpiperazin-l-yl)-2-fluoro- benzaldehyde (3.68 g, 60% yield). LCMS (m/z) ES+251 [M+l]+.

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; FAUBER, Benjamin; RENE, Olivier; WO2013/92941; (2013); A1;,
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Synthetic Route of 13985-15-4, 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. 13985-15-4, name is 2,3,6,7-Tetramethoxy-9,10-dimethylanthracene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 2,3,6,7-tetrakis(methoxy)-9, 10-dim-ethylanthracene (10.0 g) obtained from the step 2A-1,sodium dichromate (50 g) and acetic acid (500 ml) wasrefluxed for 60 minutes to obtain 2,3,6,7-tetrakis(methoxy)anthracene-9, 10-dione (2).10336] 2,3,6,7-tetrakis(methoxy) anthracene-9, 1 0-dione:?H NMR (600 MHz, CDC13) oe 7.32 (s, 4H), 4.06 (t, 8H),1.76 (m, 8H), 1.57 (m, 8H), 1.43-1.26 (m, 72H), 0.88 (t,1 2H)

The synthetic route of 2,3,6,7-Tetramethoxy-9,10-dimethylanthracene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INDUSTRY-UNIVERSITY COOPERATION FOUNDATION HANYANG UNIVERSITY; SUH, Donghack; CHOI, Kyounghwan; (106 pag.)US2019/31586; (2019); A1;,
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Reference of 82830-49-7, These common heterocyclic compound, 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, 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.

To a solution of 2-fluoro-1,4-dimethoxybenzene(18) (3.9 g, 24.9 mmol) in anhydrous THF (150 mL) under argon at -78 C was added n-BuLi(1.6 M in hexane, 18.7 mL, 29.9 mmol) dropwise via syringe. The reaction mixture was stirredunder argon at -78 C for 1 hour and methyl chloroformate (2.30 mL, 29.9 mmol) was thenadded dropwise via syringe. The reaction mixture was stirred under argon at -78 C for another4 hours. Upon completion, the reaction mixture was quenched with water (10 mL) and extractedwith EtOAc (2 x 50 mL). The combined organic layers were washed with water and brine, driedover MgSO4, filtered, and concentrated by rotary evaporation. Purification by flash columnchromatography (silica, 9% EtOAc-hexane) gave methyl 2-fluoro-3,6-dimethoxybenzoate (5.2 g,96%) as a colorless oil. methyl 2-fluoro-3,6-dimethoxybenzoate: Rf = 0.15 (25% EtOAc-hexane); 1H NMR (400 MHz, CDCl3) delta 6.94 (t, J = 9.2 Hz, 1H), 6.59 (d, J = 9.2 Hz, 1H), 3.90 (s,3H), 3.81 (s, 3H), 3.77 (s, 3H); 13C NMR (100 MHz, CDCl3) delta 164.0, 151.2, 150.9, 148.7, 141.7,115.5, 106.1, 57.0, 56.4, 52.6; HRMS calc. for C10H11FO4Na (M + Na)+ 237.0534, found237.0535.

Statistics shows that 2-Fluoro-1,4-dimethoxybenzene is playing an increasingly important role. we look forward to future research findings about 82830-49-7.

Reference:
Article; Chantarasriwong, Oraphin; Milcarek, Andrew T.; Morales, Theodore Habarth; Settle, Aspen L.; Rezende, Celso O.; Althufairi, Bashayer D.; Theodoraki, Maria A.; Alpaugh, Mary L.; Theodorakis, Emmanuel A.; European Journal of Medicinal Chemistry; vol. 168; (2019); p. 405 – 413;,
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These common heterocyclic compound, 104566-41-8, name is (3-(Benzyloxy)phenyl)methanamine hydrochloride, 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. name: (3-(Benzyloxy)phenyl)methanamine hydrochloride

N(3-benzyloxy-benzyl)-4-biphenylacetamide; To a solution of 4-biphenyl acetic acid (2.29 g, 10.45 mmol) in dimethylformamide, DMF, (30 ml) was added diisopropylethylamine, DIEA, (5.47 ml, 31.35 mmol) and stirred at room temperature for 15 min, then benzotriazolyloxy-tris[pyrrolidino]-phosphonium hexafluorophosphate, PyBOP, (5.43 g, 10.45 mmol) was added and the stirring was continued for further 30 min, then 3-benzyloxybenzylaminehydrochloride (2.6 g, 10.45 mmol) was added and the stirring continued for 24 hrs. The reaction mixture was then poured on to ice cooled water acidified with (10 ml) 1 N HCl and extracted with ethyl acetate (100 ml) and the organic layer washed with saturated solution of NaHCO3, water and brine, dried over Na2SO4 and the solvent removed under vacuum to give a yellowish-white powder of the desired compound (2.65 g) 62% yield.

The synthetic route of (3-(Benzyloxy)phenyl)methanamine hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangauer, David G.; US2006/160800; (2006); 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. 4457-67-4, name is 1-Bromo-4-methoxybutane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-4-methoxybutane

d) Benzyl (3R,4R,5S)-3-hvdroxy-4-[4-(4-methoxy-butoxy)phenvH-5-thiso- propylsilanyloxy-piperidine-1-carboxylate; Analogously to method F, starting from benzyl (3R,4R,5S)-3-hydroxy-4-[4- hydroxyphenyl]-5-triiso-propylsilanyloxypiperidine-1 -carboxylate [873945-27-8] and 1 -bromo-4-methoxybutane [4457-67-4] the title compound is obtained as a yellow oil. Rt = 6.63 (gradient I).; General method F: (phenol alkylation I); The mixture of 20 mmol of “phenol” in 60 ml of N,N-dimethylformamide is stirred with 4.15 g of potassium carbonate and 30 mmol of “halide” or “tosylate” for 24 hours at 1000C. The reaction mixture is then evaporated. The residue is treated with 1 M aqueous sodium hydrogencarbonate solution (40 ml) and extracted with ethyl acetate (2 X 60 ml). The organic phases are washed with brine (1 X 60 ml), dried using sodium sulphate and evaporated. The title compound is obtained from the residue by means of flash chromatography (SiO2 60F).

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 4457-67-4.

Reference:
Patent; Speedel Experimenta AG; WO2008/17685; (2008); 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. 13985-15-4, name is 2,3,6,7-Tetramethoxy-9,10-dimethylanthracene, A new synthetic method of this compound is introduced below., Safety of 2,3,6,7-Tetramethoxy-9,10-dimethylanthracene

The result of step 2A-1, 2,3,6,7-tetrakis (methoxy) -9,10-dimethyl anthracene(10.0 g), sodium dichromate (50 g),Acetic acid (500 ml) was refluxed for 60 minutes to obtain 2,3,6,7-tetrakis (methoxy) anthracene-9,10-dione (2)

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; Hanyang University Industry-Academic Cooperation Foundation; Seo Dong-hak; Choi Gyeong-hwan; (85 pag.)KR2018/43221; (2018); A;,
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Electric Literature of 2338-54-7, 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. 2338-54-7, name is 4-Fluoro-3-methylanisole, This compound has unique chemical properties. The synthetic route is as follows.

To a 250 mL three-necked flask was added 1-fluoro-4-methoxy-2-methylbenzene (18.3 g, 130.6 mmol)Under ice-cooling, sulfonyl chloride (27.4 g, 235.0 mmol) was slowly added dropwise and reacted at room temperature for 2 h. After completion of the reaction, the reaction solution was poured into ice water and analyzed.A large amount of solid was added, and the filter cake was dried in vacuo to give 23.2 g of 5-fluoro-2-methoxy-4-toluenesulfonyl chloride in 74.5% yield.

The chemical industry reduces the impact on the environment during synthesis 4-Fluoro-3-methylanisole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guizhou University; Liu Li; Quan Wen; Zhang Menghui; Huang Zhuyan; (6 pag.)CN106674065; (2017); A;,
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Reference of 1313876-00-4, 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. 1313876-00-4, name is 4,7-Dibromo-5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4,7-dibromo-5,6-bis (dodecyloxy) benzo [c] [1,2,5] thiadiazole(2.65 g, 4 mmol),Compound A-1 (5.53 g, 10 mmol),Pd (PPh3) 4 (0.23 g, 0.2 mmol),25 mL of dimethylformamide (DMF) was added to toluene (75 mL), and the mixture was heated at 90, 100, and 110 C for 48 hours.After cooling the reaction, the residue was precipitated in methanol and filtered. The separated organic layer was washed with water. Thereafter, the mixture was subjected to vacuum distillation and purified by flash chromatography with methylene chloride and chloroform. The solid was washed with a large amount of methanol and dried under vacuum for 24 hours. To obtain a dark violet powder compound 1-1 (4.3 g, 84%).

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, 4,7-Dibromo-5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Chem, Ltd.; Im Bo-gyu; Lee Jae-cheol; Lee Haeng-geun; Park Jeong-hyeon; (24 pag.)KR2017/126689; (2017); A;,
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92028-21-2, name is 6-Methoxy-[1,1′-biphenyl]-3-amine hydrochloride, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C13H14ClNO

d. Synthesis of N-{2-[4-(3-phenyl-4-methoxyphenyl)aminophenyl]ethyl}-(R)-2-tert-butyldimethylsilyl-2-(8-benzyloxy-2(1H)-quinolinon-5-yl)ethylamine (NN); To compound JJ hydrochloride (73.7 g, 114 mmol) and 4-methoxy-3-phenylaniline hydrochloride (32.4 g, 137 mmol), toluene (380 mL) was added with mild agitation for 5 minutes, followed by sodium tert-butoxide (49.3 g, 513 mmol) in portions over 1 minute, and finally 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (10.65 g, 17 mmol) and tris(dibenzylideneacetone)dipalladium(0) (5.22 g, 5.7 mmol). The resulting mixture was stirred and heated to 85-89 C. (internal) for 2.5 hours. The solution was cooled to room temperature, water (400 ml) was added and the mixture was stirred for 5 minutes, filtered through Celite (80 g), and partitioned with toluene (100 ml). The organic layer was collected and concentrated under reduced pressure in a 40 C. bath to give N-{2-[4-(3-phenyl-4-methoxyphenyl)aminophenyl]ethyl}-(R)-2-tert-butyldimethylsilyl-2-(8-benzyloxy-2(1H)-quinolinon-5-yl)ethylamine (NN) as a dark viscous oil.

The synthetic route of 92028-21-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Axt, Sabine; Stergiades, Ioanna; US2004/224982; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1000574-79-7, name is 2-Bromo-4-(difluoromethoxy)aniline, belongs to ethers-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 1000574-79-7, Recommanded Product: 1000574-79-7

Into a 250-mL round-bottom flask purged with and maintained under nitrogen was placed 2- bromo-4-(difluoromethoxy)benzenamine (7.9 g, 33.2 mmol), dioxane (100 mL), water (10 mL), CS2CO3 (32.46 g, 99.63 mmol), 4,4,5,5-tetramethyl-2-(prop-l-en-2-yl)-l,3,2-dioxaborolane (8.36 g, 49.8 mmol), and Pd(dppf)Cl2 (1.21 g, 1.65 mmol). The resulting solution was stirred overnight at 90C. The solids were filtered out. The filtrate was concentrated under vacuum. The residue was applied onto a silica gel column and eluted with a gradient of ethyl acetate/petroleum ether (1 :30 to 1 :20). This resulted in 5.3 g (80%) of the title compound as a yellow solid. MS-ESI: 200.1 (M+l).

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, 2-Bromo-4-(difluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IFM TRE, INC.; GLICK, Gary; ROUSH, William R.; VENKATRAMAN, Shankar; SHEN, Dong-Ming; GHOSH, Shomir; KATZ, Jason; SEIDEL, Hans Martin; FRANCHI, Luigi; WINKLER, David Guenther; OPIPARI JR., Anthony William; (783 pag.)WO2019/23147; (2019); A1;,
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