Tag: M.W=100-200

Electric Literature of 768-70-7,Some common heterocyclic compound, 768-70-7, name is 3-Ethynylanisole, molecular formula is C9H8O, 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 solution consisting of 2-(3-iodo-4-methoxybenzoyl)isoindoline (50 mg, 0.132 mmol), 3- ethynylanisole (52 mg, 0.396 mmol), CuI (5 mg, 0.026 mmol), Pd(PPh3J2CI2 (18 mg, 0.026) and TEA (0.055 ml_, 0.396 mmol) in 7.5 ml. of toluene was stirred under nitrogen overnight in a 40 ml_ vial at 1000C. Upon cooling to rt, the crude mixture was filtered through a plug of silica gel and washed through with EtOAc. The solvents were then removed under reduced pressure and the residue was purified by flash chromatography on silica gel (20:1 CH2CI2/Me0H) to afford 35 mg (69%) of the title compound as an off-white solid. 1H NMR (400 MHz, CDCI3): consistent; MS (ES+) mlz 384.1 (M+H).

The synthetic route of 768-70-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH LLC; LI, David, Zenan; O’NEIL, Steven, Victor; SPRINGER, Dane, Mark; ZEGARELLI, Benjamin, Miller; WO2010/124047; (2010); 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. 910251-11-5, name is Potassium trifluoro(methoxymethyl)borate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 910251-11-5

Example 10: Potassium methoxymethyldicyanomethoxyborate – K[CH3OCH2B(OCH3)(CN)2] K[CH3OCH2BF3] + 2 (CH3)3SiCN + (CH3)3SiOCH3 – CH3CN *- K[CH3OCH2B(OCH3)(CN)2] + 3 (CH3)3SiF K[CH3OCH2BF3] (70 mg, 0.461 mmol) is suspended in 10 mL of a mixture of (CH3)3SiCN (4.29 mmol, 0.57 mL), (CH3)3SiOCH3 (11.58 mmol, 1.59 mL), (CH3)3SiCI (0.79 mmol, 0.1 mL) and acetonitrile and stirred at room temperature for 30 minutes. Subsequently all volatile materials are removed in vacuo and a white solid is obtained. The yield of potassium methoxymethyldicyanomethoxyborate is 80 mg (0.45 mmol). The NMR spectra of K[CH3OCH2B(OCH3)(CN)2] are measured in CD3CN. 1 B{1H}-NMR; 1B-NMR; H{1 B}-NMR; <5, ppm: 3.23 s (CH2OCH3, 3H), 3.21 s (OCH3, 3H), 2.75 s (CH2, 2H). 1H-NMR; delta, ppm: = 3.23 s (CH2OCH3, 3H), 3.21 br. s (OCH3, 3H), 2.75 br. s (CH2, 2H). According to the analysis of related databases, 910251-11-5, the application of this compound in the production field has become more and more popular. Reference:
Patent; MERCK PATENT GMBH; IGNATYEV, Nikolai (Mykola); SCHULTE, Michael; KAWATA, Kentaro; GOTO, Tomohisa; SPRENGER, Jan; FINZE, Maik; FRANK, Walter; WO2013/10640; (2013); 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. 701-56-4, name is 4-Methoxy-N,N-dimethylaniline, A new synthetic method of this compound is introduced below., Formula: C9H13NO

General procedure: Under an atmosphere of N2, KOt-Bu (2.2 mmol), dioxane (0.9 mL), DMSO (1.65 mmol), tertiary amine 1 (0.55 mmol), and aryl halide 2 (1.65 mmol) were successively added to a Schlenk reaction tube. The mixture was stirred vigorously at 80-120 C for 12 h. Then the mixture was diluted with EtOAc, washed with sat. brine, and dried (anhyd Na2SO4). Then the solvent was removed under reduced pressure andthe residue was purified by flash column chromatography (petroleum ether and petroleum ether-EtOAc, 100:1 for the methoxy group derived products) to give pure products 3.

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; Huang, Pei; He, Bang-Yue; Wang, Hui-Min; Lu, Jian-Mei; Synthesis; vol. 47; 2; (2015); p. 221 – 227;,
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Application of 1535-73-5, The chemical industry reduces the impact on the environment during synthesis 1535-73-5, name is 3-Trifluoromethoxyaniline, I believe this compound will play a more active role in future production and life.

Diethyl 2-(ethoxymethylene)malonate 3 (5.70 mL, 28.2 mmol) was added to 3-(trifluoromethoxy)aniline 2a (3.77 mL, 28.2 mmol) in toluene(30 mL) and the reaction mixture was heated in a sealed tube at120 C for eighteen hours, then concentrated to give diethyl 2-(((3-(trifluoromethoxy)phenyl)amino)methylene)malonate 4a (10.0 g,28.8 mmol, 99% yield) as a dark red syrup. 1H NMR (400 MHz, CDCl3)delta 11.05 (d, 1H, J=14 Hz), 8.47 (d, 1H, J=13 Hz), 7.44-7.37 (m, 1H),7.07 (ddd, 1H, J=8, 2, 1 Hz), 7.04-6.96 (m, 2H), 4.32 (q, 2H,J=7 Hz), 4.27 (q, 2H, J=7 Hz), 1.39 (t, 3H, J=7 Hz), 1.34 (t, 3H,J=7 Hz); LC-MS (LC-ES) M+H=348.

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, 3-Trifluoromethoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Deaton, David N.; Do, Young; Holt, Jason; Jeune, Michael R.; Kramer, H. Fritz; Larkin, Andrew L.; Orband-Miller, Lisa A.; Peckham, Gregory E.; Poole, Chuck; Price, Daniel J.; Schaller, Lee T.; Shen, Ying; Shewchuk, Lisa M.; Stewart, Eugene L.; Stuart, J. Darren; Thomson, Stephen A.; Ward, Paris; Wilson, Joseph W.; Xu, Tianshun; Guss, Jeffrey H.; Musetti, Caterina; Rendina, Alan R.; Affleck, Karen; Anders, David; Hancock, Ashley P.; Hobbs, Heather; Hodgson, Simon T.; Hutchinson, Jonathan; Leveridge, Melanie V.; Nicholls, Harry; Smith, Ian E.D.; Somers, Don O.; Sneddon, Helen F.; Uddin, Sorif; Cleasby, Anne; Mortenson, Paul N.; Richardson, Caroline; Saxty, Gordon; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1456 – 1478;,
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Reference of 538-86-3,Some common heterocyclic compound, 538-86-3, name is (Methoxymethyl)benzene, molecular formula is C8H10O, 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 sealed tube was charged with isochroman (or benzylic ether;1 mmol), DTBP (1.5 mmol), thiol (or thiophenol; 1.5 mmol). Thereaction mixture was stirred at 120 ¡ãC for 6 h. The reactionmixture was then cooled to obtain a brown liquid. The organicsolutions could be purified directly by column chromatographyon silica gel to give the pure product (hexane?EtOAc, 20:1).

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

Reference:
Article; Feng, Jie; Lu, Guoping; Lv, Meifang; Cai, Chun; Synlett; vol. 26; 7; (2015); p. 915 – 920;,
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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. 702-24-9, name is 4-Methoxy-N-methylbenzylamine, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Methoxy-N-methylbenzylamine

A mixture of 3-(5-amino-2-chloro-4-fluorophenyl)-7-chloro-1-methyl-1,6-naphthyridin-2(1H)-one (2.5 g, 7.4 mmol) and 4-methoxy-N-methylbenzylamine (4 mL) was heated to 180¡ã C. under N2 for 3 h. After cooling, the reaction mixture was diluted with Et2O. The precipitate was filtered, washed with water, and dried to give 7-((4-methoxybenzyl)(methyl)amino)-3-(5-amino-2-chloro-4-fluorophenyl)-1-methyl-1,6-naphthyridin-2(1H)-one (3 g, 89percent yield). 1H NMR (400 MHz, DMSO-d6): delta 8.47 (s, 1H), 7.77 (s, 1H) 7.22 (m, 2H), 7.17 (d, J=8.0 Hz, 2H), 6.86 (d, J=8.4 Hz, 2H), 5.86 (d, J=9.6 Hz, 1H), 6.30 (s, 1H), 5.32 (s, 2H) 4.87 (s, 1H), 3.72 (s, 3H), 3.52 (s, 3H), 3.09 (s, 3H); MS (ESI) m/z: 453.2[M+H]+.

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; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Kaufman, Michael D.; Petillo, Peter A.; US8461179; (2013); B1;,
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Ether | (C2H5)2O – PubChem

Application of 1836-62-0, 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. 1836-62-0 name is 2-(2-Methoxyphenoxy)ethylamine, 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.

Step 2: Synthesis of 2-{4-[3-(2-methoxyphenoxyethylamino)propoxy]phenyl}3- (3,5-dimethoxyphenyl)acrylic acid methyl esterA suspension of 2-[4-(3-bromopropoxy)phenyl]-3-(3,5-dimethoxyphenyI) acrylic acid methyl ester (0.56 g, 1.3 mmol), 2-(2-methoxyphenoxy)ethylamine (0.23 mL, 1.5 mmol) and potassium carbonate (0.53 g, 3.8 mmol) in DMF (8 mL) was heated to 80 0C for 4 hours. After completion of the reaction, the mixture was diluted with water and extracted with ethyl acetate (2 x 100 mL). The ethyl acetate layer was washed with water (100 mL x 3), dried over anhydrous Na2SO4 and concentrated to afford the crude compound, which was purified by column chromatography using 2% methanol in dichloromethane as the eluent, to furnish the title compound (0.05 g, 7.5 % yield). 1H NMR (DMSO-d6) delta (ppm): 1.86-1.90 (2H, m, -CH2), 2.72-2.76 (2H, t, – CH2), 2.87-2.90 (2H, t, -CH2), 3.53 (6H, s, -OCH3), 3.70 (3H, s, -OCH3), 3.73 (3H, s, – OCH3), 3.99-4.02 (2H, t, -CH2), 4.04-4.07 (2H, t, -CH2), 6.27-6.28 (2H, d, Ar-H), 6.38- 6.39 (IH, m, Ar-H), 6.87-6.89 (2H, m, Ar-H), 6.94-6.97 (4H, m, Ar-H), 7.07-7.09 (2H, d, Ar-H), 7.67 (IH, s, =CH). MS m/z: 522.2 (M+l).

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

Reference:
Patent; ORCHID RESEARCH LABORATORIES LIMITED; WO2009/60282; (2009); A2;,
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Reference of 5888-51-7, 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. 5888-51-7, name is 4-Ethyl-1,2-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A sealed tube equipped with a magnetic stirring bar was charged with ethylarene (1, 1.0 mmol), aq NH3 (2, 25% aq solution,10.0 mmol), I2 (1.1 mmol), and TBHP (6.0 mmol, 70% aq solution) at r.t. The resulting mixture was heated to 100 C for 3.0 h. After completion of the reaction (monitored by TLC), sat.Na2S2O3 solution (10 mL) was added to the reaction mixture,and it was extracted with EtOAc (2 ¡Á 20 mL). The organic layer was washed with brine solution (20 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on 100-200 mesh silica gel using EtOAc-n-hexane (1:2) as the eluent to obtain the corresponding benzamide 3.

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

Reference:
Article; Vadagaonkar, Kamlesh S.; Kalmode, Hanuman P.; Prakash, Sattey; Chaskar, Atul C.; Synlett; vol. 26; 12; (2015); p. 1677 – 1682;,
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Adding a certain compound to certain chemical reactions, such as: 768-70-7, name is 3-Ethynylanisole, 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 768-70-7, category: ethers-buliding-blocks

General procedure: To the mixture of terminal alkyne (1mmol), water (2.0 equiv), and acetic acid (2 mL), silver tetrafluoroborate (5 mol%) was added. The mixture was stirred at 110C for 10 h. Water (10 mL) was added and the solution was extracted with ethyl acetate (3¡Á8 mL), the combined extract was dried with anhydrous MgSO4. The solvent was removed and the crude product was separated by column chromatography to give the pure sample. 4.2.8. 1-(3-Methoxyphenyl)ethanone (2h). 1H NMR (400 MHz, CDCl3): delta=7.41-7.47 (m, 2H), 7.26-7.31 (m, 1H), 7.02-7.04 (m, 1H), 3.77 (s, 3H), 2.51 (s, 3H). 13C NMR (100 MHz, CDCl3): delta=197.7, 159.7, 138.4, 129.5, 121.0, 119.4, 112.3, 55.3, 26.6. MS (EI) m/z: 150, 135, 107, 92, 77, 63.

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

Reference:
Article; Chen, Zheng-Wang; Ye, Dong-Nai; Qian, Yi-Ping; Ye, Min; Liu, Liang-Xian; Tetrahedron; vol. 69; 30; (2013); p. 6116 – 6120;,
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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. 1579-40-4, name is Di-p-tolyl Ether belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Di-p-tolyl Ether

1.9827 g (0.01 mol) of dissolved p-tert-phenyl ether,0.01883 g (1 mol%) of Tris derivative modifiedFe-Anderson type polyacid ([N(C4H9)4] 3[FeMo6O18{(OCH 2)3CNH2}2]),0.0106 g (0.1 equiv) of sodium carbonate additive,30% by weight of hydrogen peroxide containing 0.03 moles of hydrogen peroxide and 30 ml of solvent diethyl malonate are put into a dry and clean pressure tube.After heating to 100 C,After 18 hours of heat treatment under a pressure (gauge pressure) of 1.0 MPa,Stop the reaction,The reaction system was extracted 3 times with ethyl acetate.The obtained product is removed under reduced pressure,Column chromatography to obtain 4,4′-diphenyl ether dicarboxylic acid,Obtained 2.3983 grams of product,The yield was 93%.

The synthetic route of 1579-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Institute of Technology; Yu Han; Wang Jingjing; He Huihong; (8 pag.)CN108484381; (2018); A;,
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