Author: Jessica.F

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. 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2062-98-8

In a four-necked flask equipped with a stirrer, a thermometer, a dropping funnel, and a reflux condenser (anhydrous calcium chloride at the top),Add 1,3-dimethyl-1,3,5-triazine (2.76 g, 24 mmol)And dichloromethane (30 mL),After stirring to dissolve, add triethylamine (3.25mL, 26mmol) and cool to 0 C.Was added dropwise with stirring hexafluoropropylene oxide dimer (6.64g, 20mmol),After 1 hour, the addition was completed. After the addition, the reaction was stirred at 0 C for 3 hours.The reaction mixture was washed with 10% sodium hydroxide solution (50 mL) and separated. The organic layer was washed with water, dried over anhydrous sodium sulfate, and the solvent was spin-dried.The residue was separated and purified by column chromatography [dichloromethane / methanol (v / v) = 20/1],7.86 g of a colorless transparent liquid fluorinated intermediate I-1 were obtained,Yield: 92%.

The synthetic route of 2062-98-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ruyuan Dongyang Guangfu Co., Ltd.; Li Yitao; Lan Xiaobin; Hou Qinqing; Yang Feng; Jia Yuan; Cheng Zhen; (9 pag.)CN110818650; (2020); A;,
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Application of 19500-02-8, These common heterocyclic compound, 19500-02-8, name is 3-Methoxy-2-methylaniline, 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.

The 15.0g of 3-amino-1-methoxy-2-methyl, 48.7g of triphosgene and 350 ml of toluene in a mixture of the heating to reflux with stirring 3 hours. Cooling the reaction mixture, the concentrated under reduced pressure, to obtain 17.0g of 1-methoxy-3-isocyanato-2-methylbenzene (called below 4A).

Statistics shows that 3-Methoxy-2-methylaniline is playing an increasingly important role. we look forward to future research findings about 19500-02-8.

Reference:
Patent; Sumitomo Chemical Co., Ltd.; Takayuki, Shiota; Masaki, Arimori; (241 pag.)CN105492432; (2016); A;,
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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. 89282-70-2, name is 2-Methoxy-2-methylpropan-1-amine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Methoxy-2-methylpropan-1-amine

A mixture of phenyl 5-({trans-4-[(2-chloro-4-fluoro-5-methylphenyl)carbamoyl]cyclohexyl}carbamoyl)- 1 H-im idazole-4-carboxylate (100 mg, 0.200 mmol) and 2-methoxy-2-methylpropan-1 -amine (103 mg, 1 .00 mmol, GAS No 89282-70-2) in tetrahydrofuran (5.0 ml) was stirred at 60CC over nigh t. For work-up, the reaction mixture wasconcentrated and the residue was purified by preparative HPLG (Method 9) to yield the title compound (48.0 mg, 48% yield).LG-MS (Method 3): R = 1 .16 mm; MS (ESIpos) m/z = 508.3 [M+H].1HNMR (400 MHz, DMSO-d6): 6[ppm] = 13.37-13.15 (m, 1H), 11.22-1 0.96 (m, 1H), 9.46 (br.s., 1 H), 8.47-7.96 (m, 1 H), 7.83 (5, 1 H), 7.50 (d, 1 H), 7.41 (d, 1 H), 3.90-3.56 (m, 1 H), 3.37 (d,2H), 3.15 (br. s., 3H), 2.21 (d, 3H), 2.14-1.79 (m, 4H), 1.64-1.47 (m, 3H), 1.40-1.21 (m, 1H),1.14 (5, 6H).

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 89282-70-2.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERMANN, Jens; WAGNER, Sarah; BUCHGRABER, Philipp; SUeLZLE, Detlev; HOLTON, Simon; BENDER, Eckhard; LI, Volkhart; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philip; BAIRLEIN, Michaela; VON NUSSBAUM, Franz; HERBERT,Simon; KOPPITZ, Marcus; (734 pag.)WO2016/177658; (2016); A1;,
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Related Products of 31576-51-9,Some common heterocyclic compound, 31576-51-9, name is 2-(2-Methoxyethoxy)ethanamine, molecular formula is C5H13NO2, 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 4-thioxo-l, 3-thiazolidin-2-one (2.24 g) in ethanol (20 mL) was added 2- (2-methoxyethoxy) ethanamine (2.5 g), and the mixture was stirred at room temperature for 5 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography(ethyl acetate) to give the title compound (3.1 g) .XH NMR (300 MHz , CDC13) delta 3.43 (3H, s) , 3.48-3.63 (2H, m) , 3.63-3.83 (6H, m) , 4.13 (2H, s) , 6.83 (1H, brs) .MS (ESI+) : [M+H]+ 219.1.

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

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; MATSUMOTO, Shigemitsu; ONO, Koji; TOMINARI, Yusuke; KATOH, Taisuke; MIWA, Kazuhiro; HASUOKA, Atsushi; IMAMURA, Shinichi; WO2013/18929; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 29578-83-4, name is 1-Bromo-3-methoxy-5-methylbenzene, 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 29578-83-4, SDS of cas: 29578-83-4

Add 1-bromo-3-methoxy-5-methylbenzene 4a (22.8 g, 113 mmol) to the eggplant-shaped bottle, and dissolve in methylene chloride (100 mL) Add N-bromosuccinimide (242 g, 136 mmol) and azobisisobutyronitrile (31.5 g, 192 mmol) and heat to 45 C under reflux overnight. After the reaction is over,The reaction was returned to room temperature and extracted with ethyl acetate (40 mL x 3).The organic phase was washed with water (40 mL x 2) and brine (40 mL * 2),It was then dried over anhydrous sodium sulfate, filtered and concentrated.The obtained crude product was separated by a normal-phase silica gel column (petroleum ether: ethyl acetate = 20: 1) to obtain 1-bromo-3-(bromomethyl)-5-methoxybenzene 4b (20 g, yellow solid), yield : 63%.

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; Shanghai Meidixi Bio-pharmaceutical Co., Ltd.; Meidixipuya Pharmaceutical (Shanghai) Co., Ltd.; Ren Feng; Wang Xianlian; Xu Yongmei; Chen Chunlin; Cai Jinna; (28 pag.)CN110194773; (2019); A;,
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Electric Literature of 588-63-6, A common heterocyclic compound, 588-63-6, name is (3-Bromopropoxy)benzene, molecular formula is C9H11BrO, 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) 6-Bromo-3-(3-phenoxy-propoxy)-pyridine-2-carboxylic acid methyl esterA mixture of -bromo-3-hydroxypicolinic acid methyl ester (lOOmg, 0.43 mmol), sodium hydride (60percent dispersion in mineral oil) (17.3mg, 0.43 mmol), 3-phenoxypropyl bromide(68 muL, 0.43 mmol), in dimethyl acetamide (1.5 mL) was heated at 9O0C for 3 hours. The reaction was allowed to cool, poured onto water and then extracted with ethyl acetate (2 x3mL). The organic layer was dried (MgSO4) and concentrated in vacuo. The resulting residue was purified by silica chromatography eluting with 100percent petroleum ether to 30percent ethyl acetate/petroleum ether to obtain a white solid (95mg, 60percent). 1H NMR (300 MHz,CDCl3) delta: 7.48 (IH, d), 7.24-7.21 (3H, m), 6.91-6.86 (3H, m), 4.19 (2H, t), 4.15 (2H, t),3.88 (3H, s), 2.30-2.22 (2H, m).

The synthetic route of 588-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; WO2009/39553; (2009); 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. 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C8H8BrFO

Step 1. 5-[2-(4-fluoro-phenoxy)-ethoxy]-tricyclo[8.2.1.03,8]trideca-3(8),4,6-trien-13-one A mixture of 2-hydroxy-5,6,7,8,9,10-hexahydro-6,9-methanobenzo[a][8]annulen-11-one (21.7 g; J. Org. Chem 1982, 47, 4329), K2CO3 (17.7 g) and 1-(2-Bromo-ethoxy)-4-fluoro-benzene (40.3 g) in DMF (400 ml) were stirred for 72 hours at 120 C. The reaction was then cooled to room temperature and the solvent removed in vacuo. The residue was then washed with saturated NaHCO3 solution and the organics extracted with EtOAc (3*200 ml). The organics were then combined, dried (MgSO4) and the solvent removed in vacuo yielding a dark brown oil which was purified by flash chromatography on silica eluding 20% EtOAc in isohexane giving the title alkylated ketone (15.97 g, 44%). MS (ES+) 341 [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; Belanger, Patrice Charles; Collins, Ian James; Hannam, Joanne Claire; Harrison, Timothy; Lewis, Stephen John; Madin, Andrew; McIver, Edward Giles; Nadin, Alan John; Neduvelil, Joseph George; Shearman, Mark Steven; Smith, Adrian Leonard; Sparey, Timothy Jason; Stevenson, Graeme Irvine; Teall, Martin Richard; US2004/29862; (2004); A1;,
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Electric Literature of 4342-46-5, 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. 4342-46-5, name is 4-Methoxycyclohexanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 0.25 g (0.793 mmol) of 2,6-Difluoro-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indazol-1-yl)-benzonitrile in DMSO (5 mL) was added 0.225 g (1.7446 mmol) DIEA and 0.186 g (1.438 mmol) of crude 4-Methoxy-cyclohexylamine. This was stirred at 100 C. for 18 hours and then poured into 25 mL water and extracted 3 times with CH2Cl2. The organic layers were dried over Na2SO4, concentrated and purified via chromatography (50% EtOAc/Hex) to give 0.163 g of 2-Fluoro-6-(4-methoxy-cyclohexylamino)-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indazol-1-yl)-benzonitrile (48.5% yield). LCMS (m/z): M+H=425.2.

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, 4-Methoxycyclohexanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Huang, Kenneth He; Ommen, Andy J.; Barta, Thomas E.; Hughes, Philip F.; Veal, James; Ma, Wei; Smith, Emilie D.; Woodward, Angela R.; McCall, W. Stephen; US2008/269193; (2008); A1;,
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Synthetic Route of 36942-56-0,Some common heterocyclic compound, 36942-56-0, name is 2-Bromo-4-methoxy-1-methylbenzene, molecular formula is C8H9BrO, 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: To a solution of compound 11 (100 mg, 0.21 mmol) and 3-methoxybenzeneboronic acid (49 mg, 0.32 mmol) in dioxane (5 mL) and H2O (0.5 mL) was added Na2CO3 (44 mg, 0.42 mmol) and LiCl (18 mg, 0.42 mmol). Under Ar, Pd(PPh3)4 (24 mg, 0.021 mmol) was added. The mixture was stirred for 12 h at 85C. Water was added. The resulting solution was extracted with ethyl acetate and washed with water and brine. The organic solution was dried over sodium sulfate, concentrated in vacuo. The residue was purified by silica gel chromatography (petroleum/ethyl acetate 5:1) to give 67 mg of 12 (yield: 75%) as a colorless liquid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-4-methoxy-1-methylbenzene, its application will become more common.

Reference:
Article; Huang, Jing; Guo, Bin; Chu, Wen-Jing; Xie, Xin; Yang, Yu-She; Zhou, Xian-Li; Chinese Chemical Letters; vol. 27; 1; (2016); p. 159 – 162;,
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Reference of 4393-09-3, 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. 4393-09-3 name is (2,3-Dimethoxyphenyl)methanamine, 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 the mixture of 5-nitro-furan-2-carbonyl chloride (877 mg, 5 MMOL) in CH2CI2 (10 ml) was added to 2,3-dimethoxy benzyl amine (0.734 ML, 5 MMOL) in Et3N (3 ML) and reaction was stirred for 14 hr. at room temperature. The reaction was followed as explained in method 2 to yield 830 mg (54%) of compound 53. Rf 0. 48 (1: 1 hexane: ethyl ACETATE). 1HNMR (500 MHz, CDCIS) : E53. 90 (3H, s), 3.95 (3H, s) 4.65 (2H, d, J = 6. 10 Hz), 6.92 (2H, dd, J = 1. 46,7. 05 HZ), 6.95 (1 H, dd, J = 1.46, 7. 81 Hz), 7.03-7. 09 (3H, m) ; 13CNMR (300 MHz, CDC13) : 38.91, 55.21, 60.19, 111. 88, 115.27, 120. 84, 123.63, 130.04, 146.76, 147.66, 152.11, 155.54 ; EL-MASS : 329 (M++23), 305 (M+-1) ; IR : 1671,3323 cm-1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (2,3-Dimethoxyphenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; COLORADO STATE UNIVERSITY RESEARCH FOUNDATION; WO2005/7625; (2005); A2;,
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