Ethers-buliding-blocks

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. 33170-72-8, name is 2-Bromo-1,1-dimethoxypropane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 33170-72-8

Step 1: (1,1-Dimethoxypropan-2-yl)hydrazine 6.25 g (34.1 mmol) of 2-bromo-1,1-dimethoxypropane and 6.65 ml (137 mmol) of hydrazine hydrate were stirred under reflux in an oil bath at 140 C. for 6 h. After cooling, the two-phase reaction mixture was extracted with 50 ml of tert-butyl methyl ether. The organic phase was filtered, the filtrate was concentrated on a rotary evaporator and the residue was dried under high vacuum. This gave 1.89 g (21% of theory) of a pale yellow oil which was reacted directly, without further purification, in the subsequent reaction.

The synthetic route of 33170-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; SUessMEIER, Frank; LOBELL, Mario; GRUeNEWALD, Sylvia; HAeRTER, Michael; BUCHMANN, Bernd; TELSER, Joachim; JOeRIssEN, Hannah; HEROULT, Melanie; KAHNERT, Antje; LUSTIG, Klemens; LINDNER, Niels; US2013/190290; (2013); A1;,
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Synthetic Route of 74137-36-3, 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. 74137-36-3 name is 1,3-Dibromo-5-methoxybenzene, 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.

A solution of 1,3-dibromo-5-methoxybenzene (24.5 g, 92.13 mmol, 1 equiv) in Et2O (400 mL) under nitrogen, cooled to -78 oC and stirred for 20 min was added n-BuLi (2.5mol/L in THF, 44 mL, 1.20 equiv) dropwised at -78 oC. The reaction mixture was continued to stir for 1h at -78 oC followed by addition of DMF (8.1 g, 110.55 mmol, 1.2 equiv) dropwise. After stirring for 45 min at -78oC, the reaction was quenched with water (200 ml) carefully and extracted with EtOAc (500 mL) twice. The combined organic layers were concentrated under reduced pressure to give a mixture, which was further triturated with hexane (200mL) to afford 3-bromo-5-methoxybenzaldehyde (45-2) (14.5 g, 73.2%) as a white solid.

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

Reference:
Patent; CYTOKINETICS, INC.; CHUANG, Chihyuan; MORGAN, Bradley P.; VANDERWAL, Mark; WANG, Wenyue; ASHCRAFT, Luke W.; (362 pag.)WO2019/144041; (2019); A1;,
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Related Products of 33311-29-4, 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. 33311-29-4 name is 4-(2-Methoxyethoxy)aniline, 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.

Example No. 104Preparation of [4- (2-Methoxy-ethoxy) -phenyl] – (8-methoxy-3H- pyrazolo [3 , 4-c] quinolin-4 -yl) -amine4-chloro-8-methoxy-2- (4 -methoxybenzyl) -2H-pyrazolo [3,4- c] quinoline (0.16 mmol) and 4- (2-methoxyethoxy) aniline (2 eq.,0.3 mmol) were suspended in MeOH (dry, 3mL) in a microwave vial (2-5mL) , HCl in dioxane (4M, 3 drops) was added. The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 140 C. The reaction mixture was concentrated and purified by semi-preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 364.1833 g/molHPLC-MS: analytical method Brt: 1.90 min – found mass: 365.2 (m/z+H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(2-Methoxyethoxy)aniline, and friends who are interested can also refer to it.

Reference:
Patent; ORIGENIS GMBH; ALMSTETTER, Michael; THORMANN, Michael; TREML, Andreas; KOESTLER, Roland; YEHIA, Nasser; WO2012/143143; (2012); 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. 75148-49-1, name is 3-Bromobenzaldehyde Diethyl Acetal, A new synthetic method of this compound is introduced below., HPLC of Formula: C11H15BrO2

As shown in FIG. 2, 3.3 mmol of 3-bromobenzaldehyde diethanol and 3.8 mmol of nitrile ethyl acetate were mixed and diluted with ethyl acetate to 10 mL, and then the resulting solution was reacted by continuous flow at a flow rate of 1 mL / min. The device was pumped into the first HPLC column (containing 1 g PS-perazine) and the second HPLC column (containing 1 g PS-N-SO3) in sequence, and the first and second HPLC columns were immersed in an oil bath at 50 C. and reacted for 3 hours. After the reaction was completed, the HPLC column was rinsed with ethyl acetate, the product was collected, ethyl acetate was evaporated, and recrystallized from ethanol to obtain a solid product with a yield of 91%.

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; Huaqiao University; Xiong Xingquan; Liao Xu; (11 pag.)CN110818592; (2020); A;,
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Reference of 36805-97-7, The chemical industry reduces the impact on the environment during synthesis 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, I believe this compound will play a more active role in future production and life.

To a hot (80 C)solution of 4-bromo-3-methyl benzoic acid (3.00 g, 13.95 mmol) in toluene (250mL), N,N-dimethylformamide di-tert-butylacetal (11.35 g, 50.2 mmol) was added. The mixture was stirred at 80 C for 8 hand at rt for 16 h before another portion of N,N-dimethylformamidedi-tert-butyl acetal (5.67 g, 25.1mmol) was added. Stirring was continued at 80 C for 16 h. The mixture wascooled to rt, diluted with EtOAc and washed with sat. aq. NaHCO3-solutionfollowed by water. The org. layer was separated, dried over Na2SO4,filtered, evaporated and dried under high vacuum at 40 C to give tert-butyl 4-bromo-3-methyl benzoate(2.31 g, 61%) as a pale yellow oil; LC-MS: tR = 1.10 min, [M+1]+ = not detectable. 1HNMR (CDCl3): d 7.86(s, 1 H), 7.66 (d, J = 8.3 Hz, 1 H), 7.59 (d, J = 8.3 Hz, 1 H),2.46 (s, 3 H), 1.61 (s, 9 H).

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-Di-tert-butoxy-N,N-dimethylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lescop, Cyrille; Mueller, Claus; Mathys, Boris; Birker, Magdalena; De Kanter, Ruben; Kohl, Christopher; Hess, Patrick; Nayler, Oliver; Rey, Markus; Sieber, Patrick; Steiner, Beat; Weller, Thomas; Bolli, Martin H.; European Journal of Medicinal Chemistry; vol. 116; (2016); p. 222 – 238;,
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Electric Literature of 1535-75-7,Some common heterocyclic compound, 1535-75-7, name is 2-(Trifluoromethoxy)aniline, molecular formula is C7H6F3NO, 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.

General procedure: General Procedure A: To a pressure tube containing ethyl 4,4,4- trifluoroacetoacetate (1.2 eq) and Eaton”s reagent [7.5% wt. phosphorous pentoxide p- toluenesulfonic acid solution ( 1 mL/0.3 mmol)], was added the corresponding aniline (1 eq). Then the pressure vessel was sealed and heated to 130 , and the reaction mixture was stirred overnight. After cooling to 0 C, the reaction was poured into ice water (~5 mL/1 mmol) and the solution pH was adjusted to 5 by the addition of saturated aqueous potassium carbonate. In situations when a pale yellow precipitate was formed, the solution was filtered and the residue was washed with water and cold ethanol, then dried in vacuo to yield the crude 4-hydroxyquinoline. Alternatively, the solution could be extracted with CHCl3 (20 mL x 3) and dried over anhydrous Na2SO4. After filtration, the solvent was removed in vacuo to give the crude 4-hydroxyquinoline. Then the residue was purified by column chromatography using hexane”EtOAc as an eluent (30% of EtOAc) to give the desired products with yields ranging from 45% to 60%. (0217) Characterization data for compound 1 and 1a e have been reported by Kozikowski. [0140] 8-trifluoromethoxy-2-trifluoromethyl-4-quinolinol (compound 1): Yield 51%.1H NMR (DMSO-d6) 7.19 (1H, s), 7.74 (1H, apparent t, J = 8.4 Hz), 7.88 (1H, d, J = 7.2 Hz), 8.28 (1H, d, J = 8.4 Hz), 9.71 (1H, br s).13C NMR (DMSO-d6) 101.5 (q, J = 2.4 Hz), 119.9, 120.8 (q, J = 258 Hz), 122.4 (q, J = 273 Hz), 123.5, 123.7, 127.3, 128.8, 141.8 (q, 1.8 Hz), 144.5 (q, J = 36 Hz), 163.9. UVmax: 294 nm, 303 nm, 315 nm

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(Trifluoromethoxy)aniline, its application will become more common.

Reference:
Patent; THE TRUSTEES OF DARTMOUTH COLLEGE; CHEUNG, Ambrose Lin Yau; NAIR-SCHAEF, Dhanalakshmi R.; WU, Jimmy; CHEN, Ji; (73 pag.)WO2017/136642; (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. 801282-00-8, name is 2-Fluoro-3-methoxyaniline, A new synthetic method of this compound is introduced below., Safety of 2-Fluoro-3-methoxyaniline

Preparation of compound 10[00177] To a solution of compound 9 (13 g, 92 mmol) in DMF (100 mL) was added a solution of NBS (16.4 g, 92 mmol, 1.0 eq) in DMF (100 mL) drop-wise. The reaction mixture was stirred at room temperature for 3h, then diluted with ethyl acetate (500 mL) and washed with brine (2xl50mL). The organic phase was dried (Na2S04), filtered and concentrated to give the title compound (10) as brown oil (23 g, 98%) yield). ESI-MS (M+H)+: 219.9.

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; TONG, Youzhi; WO2011/29392; (2011); A1;,
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10541-78-3, name is 2-Methoxy-N-methylaniline, 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. HPLC of Formula: C8H11NO

General procedure: To a stirred solution of amine derivative (3 .0 mmol ) in 10 mL of anhydrous py ridine under ice cooling, was addeda solution of 2 chlorosulfonyl benzoic acid 3.6 mmol ) in dichloroethane 10 mL) dropwise. The reaction mixturewas stirred at room temper ature under the nitrogen atmosphere for overnight. After completion of the reactio n(monitored by TLC), reaction mixture was diluted with chloroform (20 mL) and quenched with water (10 mL),extracted with chloroform (3x 3 0 mL), the organic layer was washed with 1N HCl (50 mL), then with water (50mL) The combined organic layers were dri ed over Na 2 SO 4 and evaporated in vacuo . The crude compoundrecrystallized from ethanol to afford the desired product 1a m

The synthetic route of 10541-78-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Junmin; Wang, Qiuhong; Li, Xiangkang; Zhao, Yongli; Arkivoc; vol. 2019; 6; (2019);,
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Related Products of 80936-82-9, 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. 80936-82-9, name is 4-(Methoxymethyl)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 1H-pyrrolo[3,2-H]quinoline-3-sulfonyl chloride (140 mg, 0.52 mmol) in pyridine (1.5 mL) was added 4-chloro-2,5-difluoroaniline (90 mg, 0.55 mmol). The reaction mixture was stirred at room temperature for 4h and then evaporated to dryness. The residue was triturated in a mixture of water/acetonitrile (8/2) and sonicated. The solid suspension was filtered, rinsed with water, dried under vacuum at 35C, to afford 105 mgof N-(4-chloro-2,5-difluorophenyl)-1 H-pyrrolo[3,2-h]quinoline-3-sulfonamide 1-118, as a beige solid.Yield: 50%.Basic LCMS Method 1 (ES): 394 (M+H), 99 % purity.1H NMR (400 MHz, DMSO-d6) 6 13.26 (s, 1H), 10.51 (s, 1H), 8.93 (dd, J = 4.4, 1.6 Hz,1 H), 8.46 (dd, J = 8.3, 1.6 Hz, 1 H), 8.04 – 7.65 (m, 3H), 7.59 (m, 1 H), 7.51 (dd, J = 9.8,6.8 Hz, 1H), 7.40 (dd, J = 10.4, 7.0 Hz, 1H).

The synthetic route of 4-(Methoxymethyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA GMBH; MUELLER, Christa E.; PEGURIER, Cecile; DELIGNY, Michael Louis Robert; EL-TAYEB, Ali; HOCKEMEYER, Joerg; LEDECQ, Marie; MERCIER, Joel; PROVINS, Laurent; BOSHTA, Nader M.; BHATTARAI, Sanjay; NAMASIVAYAM, Vigneshwaran; FUNKE, Mario; SCHWACH, Lukas; GOLLOS, Sabrina; VON LAUFENBERG, Daniel; BARRE, Anais; (493 pag.)WO2018/122232; (2018); 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 1515-95-3 as follows. HPLC of Formula: C9H12O

General procedure: In a 25 ml dry round-bottom flask was suspended polymeric PhIO (0.25 equivalent) indry acetonitrile at 23C. Then, Al(NO 3 ) 3 (0.35 equivalent) was added and stirred for10 min, afterward, it was cooled to 0C. The benzylic aryl derivative (1 equivalent) wasincorporated in one portion. The reaction was warmed to 23C for a period of 2-4 huntil the starting material was fully consumed judging its advance by TLC. The reactionmixture was quenched by the addition of NH 4 Cl saturated solution (25 mL) and thenextracted with EtOAc (3 10 mL). The organic extracts were collected, dried overanhydrous sodium sulfate, filtered, and concentrated in vacuo to remove the solventand yield the crude of the reaction. The product was purified by flash column chroma-tography on silica gel (100-200 mesh) with EtOAc/hexane system.

According to the analysis of related databases, 1515-95-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yahuaca-Juarez, Berencie; Gonzalez, Gerardo; Ramirez-Morales, Marco A.; Alba-Betancourt, Calara; Deveze-Alvarez, Martha A.; Mendoza-Macias, Claudia L.; Ortiz-Alvarado, Rafael; Juarez-Ornelas, Kevin A.; Solorio-Alvarado, Cesar R.; Maruoka, Keiji; Synthetic Communications; vol. 50; 4; (2020); p. 539 – 548;,
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