Category: ethers-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. 588-96-5, name is p-Bromophenetole, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

Fumaronitrile (2.24 mmol) is added to a mixture of 4.27 mmol 4-bromo- phenetole, potassium acetate (5.6 mmol), tetrabutylammoniumbromide(2.45 mmol), palladium acetate (0.11 mmol) and DMF, and is kept under nitrogen atmosphere at room temperature. The mixture is heated at 8O0C under magnetic stirring for 3 days, then cooled to room temperature. Water is added and the mixture was partitioned with diethyl ether. The organic layer is washed with brine and water, dried with sodium sulfate, and the solvent is evaporated. The residue is the crude 2-(4-ethoxy-phenyl)-but- 2-enedinitrile, which may be expected to give -77% yield after purification. {Procedure based on: M. Moreno-Manas, R. Pleixats, A. Roglans, Synltt. 1997, 1157}.

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; MEMPILE INC.; WO2006/117791; (2006); A1;,
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Electric Literature of 437-82-1, A common heterocyclic compound, 437-82-1, name is 2,6-Difluoroanisole, molecular formula is C7H6F2O, 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 mixture of 1,3-difluoro-2-methoxybenzene (2.5 g, 17.3 mmol) and ethyl succinyl chloride (4.29 g, 26 mmol) in 1,2-dichloroethane (25 mL) was cooled to 0 C. Aluminum chloride (8 g, 60.1 mmol) was added slowly at 0 C. then stirred at rt for 2 h and quenched with ice and aqueous 2N HCl at 0 C. The aqueous layer was extracted twice with methylene chloride and the combined organics were washed with brine, dried (Na2SO4), filtered, and concentrated to provide a crude product. The crude product was purified by ISCO (80 g silica gel column) chromatography using 8.5% EtOAc in hexane to furnish 4-(3,5-difluoro-4-methoxyphenyl)-4-oxo-butyric acid ethyl ester (2.9 g, 61%),

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; Cephalon, Inc.; US2008/27041; (2008); A1;,
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Ether | (C2H5)2O – PubChem

Application of 1112210-82-8, 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. 1112210-82-8 name is 1,3-Dibromo-5-isopropoxybenzene, 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.

To a stirred solution of l,3-dibromo-5-isopropoxy-benzene (500 mg, 1.70 mmol) in toluene (15 mL) w’ere added lH-pyrazole-4-carbaldehyde (179.77 mg, 1 87 mmol) and potassium phosphate tribasic anhydrous (722.05 mg, 3.40 mmol) and the reaction was degassed with N?. for 10 minutes. Copper (1) iodide (64.78 mg, 340.16 umol, 1 1.53 uL) and N,N’-dimethyl cyclohexane- 1 ,2-diamine (48.38 mg, 340.16 umol) were added to the reaction and the reaction was again degassed for 10 minutes. The reaction was heated to 130 C for 16 hours in a sealed tube at which point TLC confirmed the formation of product. The reaction was cooled and diluted with water and EtOAc. The organics was separated and aqueous part was extracted with EtOAc. The combined organics was washed with water and brine, dried over Na2S04, and concentrated to afford crude compound that was purified by combi-flash using 20-50% EtOAc in hexane to afford l-(3-bromo-5- isopropoxy-phenyl)-lH-pyrazole-4-carbaldehyde (190 mg, 583.84 umol, 34 33% yield, 95% purity, 000) as brown solid m/z = 309.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Dibromo-5-isopropoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; C4 THERAPEUTICS, INC.; VEITS, Gesine, Kerstin; HE, Minsheng; HENDERSON, James, A.; NASVESCHUK, Christopher, G.; PHILLIPS, Andrew, J.; GOOD, Andrew, Charles; (471 pag.)WO2019/191112; (2019); 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. 109-85-3, name is 2-Methoxyethylamine, A new synthetic method of this compound is introduced below., SDS of cas: 109-85-3

4-Amino-N-hydroxy-1,2,5-oxadiazole-3-carbimidoyl chloride (2.13 kg, 13.15 mol) was mixed with EtOAc(13 L). At 0-5C, 2-methoxyethylamine (1.1 kg, 14.46 mol) was added in one portionwhile stirring. The reaction temperature rose to 41C. The reaction was cooled to 0-5C. TEA (2.0kg, 19.73 mol) was added. After stirring 5 mm, the reaction was washed with water (5 L), brine (5 L),dried over sodium sulfate, and concentrated to give the desired product (1.61 kg, 61%) as a brownoil. LCMS (M+H): m/z = 202.1. 1H NMR (400MHz, DMSO-d6): 6 10.65 (s, 1H), 6.27 (s, 2H), 6.10 (t, J = 6.5Hz, 1H), 3.50 (m, 2H), 3.35 (d, J = 5. 8Hz, 2H), 3.08 (s, 3H).

The synthetic route of 109-85-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; KAZMIERSKI, Wieslaw Mieczyslaw; DE LA ROSA, Martha; SAMANO, Vincent; (70 pag.)WO2017/2078; (2017); 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. 36865-41-5, name is 1-Bromo-3-methoxypropane, A new synthetic method of this compound is introduced below., SDS of cas: 36865-41-5

Step 1: Preparation of 4-bromo-l-ehloro-2- 3-methoxypropoxy)benzene A 250 mL round-bottomed flask was charged with 5-bromo-2-chloro-phenol (22 g, 106 mmol), 1 -bromo-3-methoxy-propane ( 19.5 g, 127 mmol), 2CO3 (30 g, 212 mmol) and DMF (50 mL). The resultant mixture was stirred at 50 C for 3 hours, then ethyl acetate and water were added. The organic phase was separated, and then dried over anhydrous a SO-i and then concentrated to give 4-bromo-l -chloro-2-(3-methoxypropoxy)benzene (30 g).

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; HOFFMANN-LA ROCHE INC.; HAN, Xingchun; JAVANBAKHT, Hassan; JIANG, Min; LIANG, Chungen; WANG, Jianping; WANG, Yongguang; WANG, Zhanguo; WEIKERT, Robert James; YANG, Song; ZHOU, Chengang; WO2015/113990; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 59557-91-4, name is 4-Bromo-2-methoxyaniline, 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 59557-91-4, Recommanded Product: 4-Bromo-2-methoxyaniline

4-Bromo-2-methoxy-aniline (20 g, 99 mmol) was dissolved in water (695 mL) and concentrated sulphuric acid (113 ML). The solution was cooled to 0 C and sodium nitrite (7.5 g, 109 mmol) dissolved in water (32 mL) was added and stirred for 1 hour at 5-10 C. POTASSIUM iodide (21.4g, 129 mmol) dissolved in water (100 mL) was added slowly whilst the mixture was virgorously stirred. After addition, the mixture was allowed to warm to room temperature. Ethyl acetate was added and the phases were separated. The aqueous phase was extracted with ethyl acetetate (3 X). The combined organic phases were then washed with 1M NAOH, 1M Na2S203,1M HCl,- 1M saturated NAHCO3 and brine. The separated organic phase was dried (MGS04), filtered and concentrated in vacuo. The product was purified by flash chromatography using silica gel and eluting with HEPTANE/ETHYL acetate 1: 1. The product was identified from relevant fractions which were combined and concentrated IN VACUO. Yield: 24.12g, 78%

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; H. LUNDBECK A/S; WO2004/96761; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 1579-40-4, name is Di-p-tolyl Ether, 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 1579-40-4, Recommanded Product: 1579-40-4

To a stirred mixture of4′, 4′- dimethyldiphenylether (200 g; 1.01 mole), p-methybenzoic acid (154 g; 1.13 mole) and anhydrous zinc chloride (400 g; 2.94 mole) was added phosphorousoxy trichloride (300ml ; 3. 27 mole) slowly using an addition funnel. The reaction mixture was then slowly heated to95 C when the reaction starts and monitored by tlc. After the reaction is complete, ethyl acetate (500 ml) was added, followed by water (200 ml) slowly. An additional amount of water (2500 ml) was added at a faster rate. Stirred overnight at room temperature when solid comes out. It was filtered and recrystallized from methanol to afford the substituted pixyl alcohol product.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ISIS PHARMACEUTICALS, INC.; WO2005/49621; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 3401-47-6, name is 1-Bromo-2-methoxynaphthalene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 3401-47-6

In a nitrogen filled glove box, aryl halide (0.5 mmol), if solid, boronic acid (0.75 mmol), KOH (1.0 mmol) and 4dIPr*oMe (0.005 mmol, 0.5 mol% or 0.01 mmol, 1.0 mol%) were added to a 1 dram vial equipped with a magnetic stir bar. Aryl chloride (0.5mmol), if liquid, was added by syringe, followed by THF (1 mL). The vial was sealed andstirred outside of the glove box at 80C for 12 hours. At this point, the vial was opened to air and diethyl ether (10 mL) and H20 (10 mL) were added to the reaction mixture. The aqueous phase was extracted with diethyl ether (3 x 10 mL). The combined organic phases were dried over MgSO4 and filtered. The supernatant was then passed through a pad of silica gel,followed by removal of the solvent under reduced pressure to give the organic product.?H NMR data for the following compounds were consistent with those published in Bastug & Nolan, 2014, Organometallics 33:1253-1258. Following General Procedure A, a mixture of 1-bromo-2-methoxynaphthalene (118 mg, 0.5 mmol), 2,3,5,6-tetramethylphenyl boronic acid (133 mg, 0.75 mmol), potassium hydroxide (56 mg, 1.0 mmol), 4dIPr*oMe (3.2 mg, 0.0025 mmol) and THF (1 mL) was stirred at 80C for 12 hours. The average of two runs provided a yield of 94% (136 mg).

The synthetic route of 3401-47-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YALE UNIVERSITY; HAZARI, Nilay; MELVIN, Patrick; HRUSZKEWYCZ, Damian; (92 pag.)WO2016/57600; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 60876-70-2, name is 1-Bromo-4-(tert-butoxy)benzene, 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 60876-70-2, category: ethers-buliding-blocks

[3-(4-Benzyloxy)phenoxy]benzo[b]thiophene-2-boronic acid was reacted with 4-(-tertbutoxy)bromobenzene according to the conditions described above for [2-iodo-3-(4-benzyloxy) phenoxy]-benzo[b]thiophene and 4-(tertbutoxy)phenyl boronic acid to give [2-(4-tertbutyloxyphenyl)-3-(4-benzyloxy)phenoxy]benzo[b]thiophene in 81% yield.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Eli Lilly and Company; US5977093; (1999); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 103291-07-2, 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. 103291-07-2, name is 4-Bromo-1-fluoro-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

Anhydrous 1,2-dimethoxyethane (12 mL) was added to 4-bromo-1-fluoro-2-methoxybenzene (1.02 g, 5.0 mmol), tris(dibenzylideneaceton)dipalladium (0) (228 mg, 0.25 mmol), tricyclohexylphosphine (209 mg, 0.75 mmol), potassium acetate (732 mg, 7.5 mmol) and 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (1.14 g, 4.5 mmol) and the resulting mixture was irradiated in a microwave at 150 C. for 1 h. When cooled to ambient temperature the mixture was filtered and the solvent was evaporated in vacuo to give the crude product: MS (EI) m/z 252 [M+].

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-fluoro-2-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AstraZeneca AB; Astex Therapeutics Ltd.; US2007/299087; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem