Ethers-buliding-blocks

710-18-9, The chemical industry reduces the impact on the environment during synthesis 710-18-9, name is 1-Methoxy-4-(trifluoromethoxy)benzene, I believe this compound will play a more active role in future production and life.

PREPARATION 18 2-Methoxy-5-trifluoromethoxybenzoyl chloride Combine 2-methoxy-5-trifluoromethoxybenzene (1.0 g, 5.2 mmol) and trifluoroacetic acid (200 mL). Add slowly portionwise hexamethylenetetraamine (26 g, 185.7 mmol). Heat at 60 C. After 24 hours, cool to ambient temperature and pour the reaction mixture into a 2M aqueous solution of sulfuric acid (500mL). Cool and extract ten times with diethyl ether. Dry the combined organic layers over Na2 SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluding with 1/4 ethyl acetate/hexane to give 2-methoxy-5-trifluoromethoxybenzaldehyde.

The chemical industry reduces the impact on the environment during synthesis 1-Methoxy-4-(trifluoromethoxy)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hoechst Marion Roussel, Inc.; US5922737; (1999); A;,
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A common heterocyclic compound, 437-83-2, name is 3-Fluoro-2-methoxyaniline, molecular formula is C7H8FNO, 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. 437-83-2.

Step D: 1-bromo-3-fluoro-2-methoxybenzene: NaN02 (12.0 g, 173 mmol, in 40 mL of water)solution was added dropwise to the mixture of 3-fluoro-2-methoxyaniline (20.0 g, 158 mmol) in 200 mL of hydrobromic acid ( 4 7 %) and 100 mL of water at -5 ~ 0 C and stirred for 1 hour.This solution was then added slowly to the suspension ofCuBr (45.2 g, 315 mmol) in 50 mL ofhydrobromic acid (47 %) at 0 C. The resulting mixture was stirred at 0 C for 1 hour thenwarmed to 50 C and stirred for 1 hour. The reaction mixture was poured into ice water and extracted with ether (2 X 500 mL). The combined organic layer was washed with brine, driedover anhydrous Na2S04 and concentrated to give 1-bromo-3-fluoro-2-methoxybenzene.

The synthetic route of 3-Fluoro-2-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); A1;,
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Some common heterocyclic compound, 64115-88-4, name is 1-Bromo-2-(trifluoromethoxy)benzene, molecular formula is C7H4BrF3O, 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. 64115-88-4

Preparation of (2-[trifluoromethoxylphenyl)fphenyl)phosphine chloride To a flame dried Schlenk tube containing magnesium turnings (0.15 g, 6.22 mmo) in anhydrous THF (7 mi) was added 1-bromo-2- [trifluoromethoxy] benzene (1.0 g, 4.14 mmo). An exothermic reaction ensued. Stirring was continued at room temperature. Once the reaction exotherm had dissipated, the reaction mixture was used in the next step as described beiow: The Grignard reagent (separated from excess Mg) was incrementally added to a solution of PhPCI2 (0.74 g, 4.14 mmol) in anhydrous THF (10 ml) at -78C. Once addition was complete, the reaction was stirred at room temperature for a further 20 min after which the reaction was complete as judged by 3 P NMR ( 1P NMR (CDCIs): delta 72.27 (m); 61.81 (m)). The product was used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 64115-88-4, its application will become more common.

Reference:
Patent; SASOL TECHNOLOGY (PROPRIETARY) LIMITED; MOGOROSI, Moses Mokgolela; MAUMELA, Munaka Christopher; OVERETT, Matthew James; WO2014/181248; (2014); A1;,
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5961-59-1, 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. 5961-59-1, name is 4-Methoxy-N-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A round-bottomed flask was charged with the aryl halide (1 mmol),the indoline or (het)aryl amine (1 mmol), and Pd2(dba)3 (0.005mmol, 5 mg). At this point, CH2Cl2 (10 mL) was used to dissolve the reactants and to suspend K2CO3 (4 mmol, 552 mg) and Al2O3 (2g). The CH2Cl2 was then removed under reduced pressure and subsequently recovered. The residual powder was ground with a mortar and pestle for 5 min. A microwave oven reactor was charged with the reactant powder which was compacted as much as possible. The powder was heated at 140 ¡ãC for 20 min at medium power (350 W) ,then charged into a flash silica gel column which was eluted with hexane?EtOAc (4:1) to give the purified product. The solid products were further purified by crystallization from hexane?Et2O.

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:
Article; Basolo, Luca; Bernasconi, Alice; Broggini, Gianluigi; Gazzola, Silvia; Beccalli, Egle M.; Synthesis; vol. 45; 22; (2013); p. 3151 – 3156;,
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767-91-9, 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 767-91-9 as follows.

General procedure: A mixture of aldehyde (1.97 mmol), amine (1.97 mmol), acetylene (2.95 mmol), and thecorresponding supported Au catalyst (1% wt, 60 mg, 0.002 mmol) was heated at 60 C for 8 h,after which time the solution was cooled and the catalyst was removed by filtration. The filtrate wasevaporated under reduced pressure to afford propargylamine 5. Yields were determined by integration of the 1H-NMR spectra of the crude reaction mixtures. After separation and washing with n-pentane,the catalyst was reused intact for the next reaction without any further pre-treatment.

According to the analysis of related databases, 2′-Methoxyphenyl acetylene, the application of this compound in the production field has become more and more popular.

Reference:
Article; Soengas, Raquel; Navarro, Yolanda; Iglesias, Maria Jose; Lopez-Ortiz, Fernando; Molecules; vol. 23; 11; (2018);,
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Some common heterocyclic compound, 103-50-4, name is Benzyl ether, molecular formula is C14H14O, 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. 103-50-4

General procedure: A 25 mL Schlenk-type tube equipped with a magnetic stir bar was charged with o-substituted aniline 1a-1f. The reaction tube was evacuated and back-filled with O2. Under oxygen atmospheres, ethers or alcohols 2a-2n and DMSO were added at room temperature, then the reaction mixture was stirred at 120 C for 12 h. The reaction was monitored by TLC. After completion of the reaction, the resulting solution was cooled to room temperature, and neutralized with saturated NaHCO3 aqueous solution. The product was extracted with EtOAc or CHCl3, dried over anhydrous Na2SO4 and concentrated in vacuum. The crude product was purified by flash column chromatography on silica gel to give N-heterocyclic compounds 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 103-50-4, its application will become more common.

Reference:
Article; Chen, Xiuling; Qi, Hongxue; Wu, Shaofeng; Liu, Leng; Wen, Jianhui; Li, Wanxi; Guo, Fang; Bian, Yongjun; Li, Jun; Heterocycles; vol. 94; 1; (2017); p. 86 – 94;,
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6346-09-4, Adding some certain compound to certain chemical reactions, such as: 6346-09-4, name is 4,4-Diethoxybutan-1-amine, 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 6346-09-4.

Procedure 10: Protection of Amine by Fmoc GroupTo a stirring solution of the amine (0.049 mol) in DCM (100 mL), was added DIPEA (16 mL, 0.099 mol) and the reaction mixture was cooled to 0C. Fmoc- Cl (12.8 g, 0.049 mol) was then added portion- wise over several minutes, and the reaction was allowed to warm to room temperature for 2 hr. The organic layer was washed with water (2 x 50 mL) and brine (50 mL), dried over Na2S04, filtered and concentrated to dryness to yield the Fmoc protected amine (90-95% yield).; N-Fmoc-4-amino-butyraldehyde diethyl acetal 4-Amino-butyraldehyde diethyl acetal (8.0 g, 0.050 mol) was Fmoc protected following Procedure 10 to give the desired N-Fmoc-4-amino-butyraldehyde diethyl acetal (22.08 g, MS m/e [M+Na]+ calcd 406.2, found 406.1), which was carried through to the next step without further purification.

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 6346-09-4.

Reference:
Patent; ACHAOGEN, INC.; AGGEN, James Bradley; GOLDBLUM, Adam Aaron; DOZZO, Paola; HILDEBRANDT, Darin James; KANE, Timothy Robert; GLIEDT, Micah James; LINSELL, Martin Sheringham; WO2011/44503; (2011); A1;,
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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. 2944-49-2, name is 1-Methoxy-2,3-dimethylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 2944-49-2

(0464) 1-Methoxy-2,3-dimethylbenzene (13.6 g, 100 mmol), NBS (39.2 g, 220 mmol) and benzoperoxide (242 mg, 1 mmol) were dissolved in carbon tetrachloride (200 mL). The mixture was heated to 90 C. and reacted for 12 h. After the reaction, the mixture was cooled to room temperature, and filtrated. The filtrate was concentrated to get the title compound as a crude product (30 g).

The synthetic route of 2944-49-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; (117 pag.)US2017/112833; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1515-81-7, name is 1-Methoxy-4-(methoxymethyl)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 1515-81-7, 1515-81-7

General procedure: Toan oven-dried round-bottomed flask under N2 atmosphere was added CH2Cl2(5 mL), the ketone (1.0 mmol), 2,6-lutidine (164 mL, 151 mg, 1.40 mmol) and TMSOTf (271 muL, 333 mg, 1.50mmol). The mixture was cooled to 0 Cand p-methoxybenzyl methyl ether (167mL, 167 mg, 1.10 mmol) was added. The reaction mixture was allowed to warmslowly to ambient temperature and stirred for 16 h, then it was passed througha column of silica (2 cm x 1 cm) with Et2O. The solvent was removedin vacuo and the residue was purified by column chromatography (0-5%EtOAc/hexanes).

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-Methoxy-4-(methoxymethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Downey, C. Wade; Covington, Sarah E.; Obenschain, Derek C.; Halliday, Evan; Rague, James T.; Confair, Danielle N.; Tetrahedron Letters; vol. 55; 37; (2014); p. 5213 – 5215;,
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1535-73-5, 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. 1535-73-5, name is 3-Trifluoromethoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 3 (4-TERT-BUTYL-PHENYL)- {4- [2- (4-TRIFLUOROMETHYL-PIPERIDIN-1-YL)-PYRIMIDIN-4-YL]-ISOQUINOLIN- 1-YL}-AMINE To a solution of (4-TERT-BUTYLPHENYL)- [4- (2-CHLOROPYRIMIDIN-4-YL)-ISOQUINOLIN-1-YL] AMINE (0.07 g, 1.80 x 104 m) in n-butanol (30 mL) is added 4-trifluoromethylpiperdine (0.07 g, 4. 57 x 104 m) and triethylamine (0. 50 mL). The mixture is heated to 100¡ãC for 16 hours and then allowed to cool to room temperature. The mixture is concentrated in vacuo and then dissolved in methylene chloride (75 mL). The organic phase is washed with a saturated solution of sodium bicarbonate, brine, dried over magnesium sulfate and concentrated to a oil. The oil is purified by flash chromatography (SIO2 : 75percent hexanes/25percent ethyl acetate). A light yellow oil is collected and crystallized from ether, m. p. 179-180¡ãC. CHN analysis calc. percent C: 68.89 ; percent H: 5.98 ; percent N: 13.85. Found percent C: 68.91 ; percent H: 5.73 ; percent N: 13.73.

The synthetic route of 1535-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/28444; (2005); A1;,
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