Ethers-buliding-blocks

Reference of 4393-09-3, 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. 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Epoxide (0.5 mmol) was dissolved in absolute ethanol (10 mL), mixed with amine (1.1 mmol), heated to reflux (78C) overnight. If amine HCl salt, add DiPEA (1.1 mmol). If using microwave conditions, substitute isopropyl alcohol for solvent and microwave, 120C, 15 min. Note- Use ammonium hydroxide (conc., 9 eq) for unsubstituted amine addition.

The chemical industry reduces the impact on the environment during synthesis (2,3-Dimethoxyphenyl)methanamine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Ross, Tina Morgan; Battista, Kathleen; Bignan, Gilles C.; Brenneman, Doug E.; Connolly, Peter J.; Liu, Jingchun; Middleton, Steven A.; Orsini, Michael; Reitz, Allen B.; Rosenthal, Dan I.; Scott, Malcolm K.; Vaidya, Anil H.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 3; (2015); p. 602 – 606;,
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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. 887581-09-1, name is (2-Bromo-5-methoxyphenyl)methanamine, A new synthetic method of this compound is introduced below., Product Details of 887581-09-1

General procedure: A 25 mL Schlenk tube wascharged with a magnetic stirrer and DMSO (2.0 mL). Substituted(2-bromophenyl)methylamine (1) (0.5 mmol), amidine hydrochloride (2) (1.0 mmol),CuBr (0.1 mmol, 14.2 mg), and K2CO3 (1.5 mmol, 207 mg) were added to the tube.The mixture was stirred at 80-120 oC under nitrogen atmosphere for 24 h, and thenunder air for 0.5 h. The resulting mixture was cooled to room temperature and filtered,and the solid was washed with ethyl acetate for two times (3 ¡Á 3 mL). The combinedfiltrate was concentrated by the rotary evaporator, and the residue was purified bycolumn chromatography on silica gel using petroleum ether/ ethyl acetate as eluent togive the desired target product.

The synthetic route of 887581-09-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Qing; Zhao, Yufen; Fu, Hua; Cheng, Changmei; Synlett; vol. 24; 16; (2013); p. 2089 – 2094;,
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Related Products of 17715-69-4, A common heterocyclic compound, 17715-69-4, name is 1-Bromo-2,4-dimethoxybenzene, molecular formula is C8H9BrO2, 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.

General procedure: A suspension of Pd2(dba)3 (6.9 mg, 0.0075 mmol), tBu3PHBF4 (8.7 mg,0.03 mmol), KOH (42 mg, 0.75 mmol), aryl bromide 9 (0.36 mmol) and tetralone 10(0.3 mmol) in a mixture of dioxane/water (4:1, v/v, 3 mL) was degassed and heated under Ar and microwave irradiation (80W of initial power, 100 ¡ãC, 40min, infrared probe). Then, the mixture was allowed to cool to rt, diluted in AcOEt, washed with saturated NH4Cl solution, dried over anhydrous Na2SO4,filtered and concentrated under reduced pressure. The crude material was purified by silica gel chromatography.

The synthetic route of 17715-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Manvar, Dinesh; Fernandes, Talita De A.; Domingos, Jorge L.O.; Baljinnyam, Erdenechimeg; Basu, Amartya; Junior, Eurides F.T.; Costa, Paulo R.R.; Kaushik-Basu, Neerja; European Journal of Medicinal Chemistry; vol. 93; (2015); p. 51 – 54;,
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Application of 1663-61-2, A common heterocyclic compound, 1663-61-2, name is (Triethoxymethyl)benzene, molecular formula is C13H20O3, 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 intermediate 2 (4 g, 15 mmol), acetic anhydride(5.8 g, 56.9 mmol), and triethyl orthobenzoate (10.1 g, 45 mmol)in toluene (25 mL) was stirred for 5 h at 110 C. After that time,the solvent was concentrated. The precipitate was filtered off,and dried to give 3 as a yellow solid (4.56 g, 76percent). 1H NMR(400 MHz, DMSO-d6) d 8.75 (d, J = 1.3 Hz, 1H), 8.11 (d, J = 8.1 Hz,1H), 7.93 (dd, J = 8.1, 1.6 Hz, 1H), 7.61?7.55 (m, 3H), 7.51 (dd,J = 7.7, 1.8 Hz, 2H), 4.86 (s, 2H), 4.03 (m, 2H), 3.89 (s, 3H), 1.36(t, J = 7.0 Hz, 3H). ESI-MS m/z: 400.0 [M+H]+.

The synthetic route of 1663-61-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Qin, Mingze; Yan, Shuang; Wang, Lei; Zhang, Haotian; Tian, Ye; Zhao, Yanfang; Gong, Ping; Bioorganic and Medicinal Chemistry; vol. 25; 6; (2017); p. 1778 – 1786;,
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Reference of 54149-17-6,Some common heterocyclic compound, 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, molecular formula is C5H11BrO2, 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-hydroxy-4-methoxy-5-thiophen-2-yl-benzaldehyde from EX-LB (0.10 g, 0.43 mmol) in N, N-DIMETHYLFORMAMIDE (3 mL) was added potassium carbonate (0.18 g, 1.3 mmol) and the resulting yellow slurry was heated to 80C. Once at 80 C, 1-BROMO-2-(2-METHOXYETHOXY) ethane (0.24 g, 1.3 mmol) was added dropwise in three equal portions with stirring at 1 h intervals. After the last addition, the reaction was stirred for an additional 1 h at 80 C and cooled to room temperature. The mixture was diluted with water (15 mL) and extracted with ethyl acetate (3 x 15 mL). The combined organic layers was sequentially washed with a saturated ammonium chloride solution (1 X 15 mL), water (1 X 15 mL), and brine (1 X 15 mL), dried over sodium sulfate, and concentrated to a brown oil. Silica gel chromatography (ethyl acetate/hexanes, 4: 1) afforded 0.13 g (87%) of 4-METHOXY-2- [2- (2- methoxyethoxy) ethoxy] -5-thiophen-2-yl-benzaldehyde as a pale yellow OIL.’H-NMR (300 MHz, CDC13) 8 10.38 (s, 1 H), 8.12 (s, 1 H), 7.44 (dd, 1 H), 7.30 (dd, 1 H), 7.07 (dd, 1 H), 6.57 (s, 1 H), 4.33 (t, 2 H), 4.00 (s, 3 H), 3.94 (t, 2 H), 3.74m, 2 H), 3.59 (m, 2 H), 3.40 (s, 3 H). HRMS (EI) Calcd. for CL7H2005S : 336.1031. Found: 336.1027

The synthetic route of 54149-17-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ATHEROGENICS, INC.; WO2004/56727; (2004); A2;,
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Adding a certain compound to certain chemical reactions, such as: 1535-75-7, name is 2-(Trifluoromethoxy)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 1535-75-7, SDS of cas: 1535-75-7

General procedure: To a solution of aldehyde 1 (1 mmol) in methanol, amine 2 (1 mmol), isocyanide 3 (1 mmol), and catalyst pTSIA (20 mol %) were added into a flask. Then the reaction mixture was stirred for 12-24 h at rt (monitored by TLC and LCMS until no further increase in the ratio of the desired product vs starting materials). After completion of reaction the solvent was removed under vacuum to get a crude residue. The crude residue was purified by silica gel column chromatography using (10-30%) ethylacetate-hexane to get the pure product 4.

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

Reference:
Article; Saha, Biswajit; Frett, Brendan; Wang, Yuanxiang; Li, Hong-Yu; Tetrahedron Letters; vol. 54; 19; (2013); p. 2340 – 2343;,
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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. 22236-08-4, name is 3-(Difluoromethoxy)aniline, A new synthetic method of this compound is introduced below., Computed Properties of C7H7F2NO

0.429 g of 3-(difluoromethoxy)-aniline (2.7 mmol) were dissolved in 5 mL of pyridine. 1 g of 4-methyl-3-[4-(2,2,2-trifluoro-acetyl)-piperazin-1-yl]-benzenesulfonylchloride (2.7 mmol) were added slowly at room temperature. After stirring for 16 h at room temperature, the reaction mixture was evaporated several times after addition of toluene. The residue was dissolved in dichloromethane and washed several times with 5% aqueous ammonium chloride. The organic phase was then washed with saturated aqueous sodium chloride, dried over sodium sulphate, filtered, and the solvent evaporated. The crude product was purified via silica gel chromatography using dichloromethane/methanol (0-5%) to yield 0.63 g of product.

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; ABBOTT GMBH &; CO. KG; ABBOTT LABORATORIES; HAUPT, Andreas; POHLKI, Frauke; DRESCHER, Karla; WICKE, Karsten; UNGER, Liliane; RELO, Ana-Lucia; BESPALOV, Anton; VOGG, Barbara; BACKFISCH, Gisela; DELZER, Juergen; ZHANG, Min; LAO, Yanbin; WO2010/125134; (2010); 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. 538-86-3, name is (Methoxymethyl)benzene, A new synthetic method of this compound is introduced below., Recommanded Product: (Methoxymethyl)benzene

General procedure: TsNBr2 (98.7 mg, 0.30 mmol) was added in one portion to a stirred solution of ether (0.20 mmol) andK2CO3 (137.9 mg, 1.0 mmol) in DCM (2.0 mL). The mixture was stirred at 40 ¡ãC for 4 h, and thereaction mixture was cooled to room temperature. Then the reaction was quenched with sat. aqNa2SO3 (2.0 mL) and water (2.0 mL). The mixture was extracted with DCM (3 ¡Á 5.0 mL) and theextracts were combined, washed with brine (10.0 mL), dried over Na2SO4, filtered, and concentratedin vacuo. The residue was purified by flash column chromatography (silica gel, PE-EtOAc) to givethe corresponding product

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; Wang, Yuan-Yuan; Sun, Ming-Hui; Zeng, Ning-Ning; Chen, Jie; Zhou, Ling; Synlett; vol. 27; 9; (2016); p. 1438 – 1442;,
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Some common heterocyclic compound, 1516-96-7, name is 5-Bromo-1,3-di-tert-butyl-2-methoxybenzene, molecular formula is C15H23BrO, 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: 5-Bromo-1,3-di-tert-butyl-2-methoxybenzene

Reference Example 3 Bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine oxide Under argon atmosphere, a solution of magnesium (4.0 g, 0.95 equivalents) and a small amount of iodine in THF (50 mL) was stirred at room temperature for 1 hour. After 4-bromo-2,6-di-tert-butylanisole (52 g, 0.175 mol) synthesised in Reference Example 2 was added at 46C to 53C thereto, the mixture was stirred at 5C for 1 hour. Then, dimethyl phosphite (11.4 g, 0.52 equivalents) was added and the mixture was stirred at 5C for 1 hour. After water (50 mL) was added at 3C and toluene (50 mL) and 6M-HCl (20 mL) were then added, the mixture was stirred at room temperature for 30 minutes. The reaction solution was allowed to separate into layers. An organic layer was washed successively with water (20 mL), a 5% NaHCO3 aqueous solution (20 mL) and a 5% NaCl aqueous solution (20 mL), dried over anhydrous magnesium sulfate and then naturally filtered. The filtrate was concentrated under reduced pressure. The residue was recrystallized from heptane to obtain the title compound (11.6 g, pale yellowish white crystal). Yield 20.5%, mp. 166.1C. 1H-NMR (300 MHz, CDCl3, TMS) delta: 1.38 (s, 36H), 3.68 (s, 6H) 7.49 (s, 2H), 7.54 (s, 2H), 8.01 (d, 1H, J = 474.4 Hz).31P-NMR (121 MHz, CDCl3, 85%H3PO4) delta: 23.57 (dquint, J=474.1 Hz, 14.0 Hz). Elementary analysis for C30H47O3P Calculated value; C: 74.04, H: 9.73, P: 6.36 Found value; C: 74.13, H: 9.93, P: 6.20.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1516-96-7, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1568701; (2005); A1;,
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Synthetic Route of 16618-68-1, 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 16618-68-1 as follows.

4.1.2. Synthesis of 5-hydroxy-7-bromo-quinoline from Scheme 2[0119]The title compound can be purchased by Shanghai Haoyuan Chemexpress Co., Ltd. CHINA or synthesized via known 3-bromo-5-methoxyaniline (Liedholm, Brita. Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry (1984), B38(10), 877-84 or Hodgson, H. H.; Wignall, J. S Journal of the Chemical Society (1926)) in two steps. 3-Bromo-5-methoxy-aniline, 4.6 g (0.05 mol) of glycerol, 2.46 g (0.02 mol) of nitrobenzene and 12 ml of 75% sulfuric acid were stirred for 3 h at 150??? C. After this dark solution was poured onto 100 g of crushed ice, 100 ml of ethylacetate (EtOAc) and 30 ml of 30% solution of NaOH. After 1 hour brown solid was filtered off and the organic layer was separated. After filtering through SiO2 and evaporation of solvent 7-bromo-5-methoxy-quinoline and 5-bromo-7-methoxy-quinoline were separated as mixture approximately 60:40 (total 3.5 g, 74%) This mixture was separated to individual 7-bromo-5-methoxy-quinoline and 5-bromo-7-methoxy-quinoline with column chromatography on silica-gel with benzene-EtOAc (3:1) as eluent. Yield of pure 7-bromo-5-methoxy-quinoline was 950 mg (27% from mixture).

According to the analysis of related databases, 16618-68-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOFFMANN, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KLICIC, Jasna; SCHAENZLE, Gerhard; WOLLIN, Stefan Ludwig Michael; CONVERS-REIGNIER, Serge Gaston; EAST, Stephen Peter; MARLIN, Frederic Jacques; McCARTHY, Clive; SCOTT, John; US2013/29949; (2013); A1;,
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