Ethers-buliding-blocks

A common heterocyclic compound, 43229-65-8, name is N-Benzyl-1-(4-methoxyphenyl)propan-2-amine, molecular formula is C17H21NO, 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. 43229-65-8.

Synthesis of 4-benzyloxy-3-methoxymethyl-alpha[N-benzyl-N(alpha-methyl-4-methoxyphenethyl)amino]acetophenone Amounts of 39.5 g of the compound obtained in the step C1 and 57.7 g of N-benzyl-N(alpha-methyl-4-methoxyphenethyl)amine are stirred for 6 hours in 200 ml of acetonitrile. The crystals precipitated are filtered off, and the filtrate is concentrated, to give the object compound. The compound is used for the following step without purification.

The synthetic route of N-Benzyl-1-(4-methoxyphenyl)propan-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai Co., Ltd.; US4317930; (1982); A;,
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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 366-99-4 as follows. 366-99-4

To a mixture of cyanuric chloride (0.368 g, 2 mmol) in CH3CN at approximately -10 to -20 C. was added 3-fluoro-p-anisidine (0.28 g, 2 mmol) in CH3CN followed by the addition of N,N-diisopropylethylamine (DIEA) (0.35 mL, 2 mmol) and stirred for an hour. The reaction mixture was then allowed to reach room temperature for an hour. The second step was continued without further purification. Cycloheptylamine (0.25 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was stirred overnight at rt. The third step was also preceded without any further purification. S-(-)-2-aminomethyl-N-ethyl pyrrolidine (0.29 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was refluxed overnight. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was separated and dried over potassium carbonate, filtered, and concentrated under reduced pressure affording 0.920 g crude material. The crude material was purified by column chromatography to yield a white solid 139 (0.550 g, 60%), mp 75-77 C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2): CH3OH: CH3CN], 264 nm, Rt 7.9 min, 95.9% purity; MS (ESI): m/z 458 (M+H, 100).

According to the analysis of related databases, 366-99-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krlshna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209880; (2004); A1;,
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6346-09-4, name is 4,4-Diethoxybutan-1-amine, 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. Patent; CHIESI FARMACEUTICI S.p.A.; RANCATI, Fabio; RIZZI, Andrea; AMARI, Gabriele; BIAGETTI, Matteo; LINNEY, Ian; WO2012/168359; (2012); A1;,
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These common heterocyclic compound, 34967-24-3, name is 3,5-Dimethoxybenzyl amine, 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. 34967-24-3

To a solution of 3, 5-dimethoxybenzylamine (2.5 g, 15.0 mmol) in 2-butanone (22 mL) was added 1,3-propane sultone (1.95 g, 15.8 mmol). The mixture was stirred at reflux for 2 hours. The reaction mixture was cooled to room temperature. The solid was collected by filtration, washed with acetone (2 x 25 mL), and dried in vacuo. This allowed the isolation of compound BA, 2. 89 g (67%).

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 34967-24-3.

Reference:
Patent; NEUROCHEM (INTERNATIONAL) LIMITED; WO2004/113275; (2004); A2;,
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A common compound: 494-99-5, name is 1,2-Dimethoxy-4-methylbenzene, belongs to ethers-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 494-99-5

(EThe compound 1,2-dimethoxy-4-methyl-benzene [25 g (0.164 mol)] was added to a mixture of POCl3 [151 g (0.987 mol)] and DMF [73 g (1 mol)] with stirring at 0 C. The viscous mixture was then heated to 80 C. and stirred there for 4 h. The reaction mix was then poured onto ice and then extracted with Et2O. The extract was dried (MgSO4) and the solvent removed. Flash chrom. with 10% EtOAc/Hexane afforded the desired aldehyde [26 g (0.144 mol)] 88% yield. A mixture of the above aldehyde [5.4 g (0.03 mol)], malonic acid [6.24 g (0.06 mol)], pyridine (20 mL) and piperidine (0.5 mL) was stirred at 80 C. for 1 h followed by stirring for 3 h at 115 C. The reaction was then poured into water (200 mL) and acidified with conc. HCl. The resulting white ppt. was filtered and vacuum dried. Yield=4.8 g (63% overall) MS (m/z): 223 [M+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, 494-99-5, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Prosetta Antiviral, Inc.; ATUEGBU, Andy; SOLAS, Dennis; HURT, Clarence R.; KITAYGORODSKYY, Anatoliy; (141 pag.)US2016/168100; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 103291-07-2, name is 4-Bromo-1-fluoro-2-methoxybenzene, 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 103291-07-2, 103291-07-2

To a solution of 69A (2.7 g, 13.1 mmol) in THF (25 mL) at -78 C. was added n-BuLi (1.6 M in hexanes, 11.0 mL, 17.7 mmol). The mixture was stirred at -78 C. for 40 min before trimethyl borate (2.7 mL, 24.3 mmol) was added. The reaction was left stirring from -78 C. to rt over 18 h. It was quenched with 1.0 N HCl (40 mL), extracted with EtOAc, washed with brine and dried over Na2SO4. After evaporation of the solvent, the crude solid product was triturated with EtOAc/hexanes (1:4). After filtration, 69B (0.75 g, 35% yield) was collected as a white solid. 1H NMR (400 MHz, Methanol-d4) delta ppm 3.86 (s, 3 H) 7.03-7.45 (m, 3 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, 4-Bromo-1-fluoro-2-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/3539; (2007); A1;,
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A common compound: 115144-40-6, name is 3,4-Difluoroanisole, belongs to ethers-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 115144-40-6

a) 7.29 ml (66.3 mmol) of titanium tetrachloride were added while stirring to a solution, cooled to 0, of 5.73 g (39.8 mmol) of 3,4-difluoroanisole in 30 ml of anhydrous dichloromethane. Subsequently, the mixture was treated dropwise over 10 minutes with 3.51 ml (39.6 mmol) of 1,1-dichloromethyl methyl ketone and stirred at room temperature for one hour. The mixture was poured into 100 ml of ice-water, extracted twice with 150 ml of dichloromethane each time and the combined organic phases were washed once with 100 ml of water and once with 100 ml of saturated sodium chloride solution. After drying over magnesium sulfate concentration was carried out in a vacuum. The crude product obtained was purified by column chromatography on silica gel (hexane/ethyl acetate 4:1). There were obtained 5.8 g (84%) of 4,5-difluoro-2-methoxybenzaldehyde as a white solid with m.p. 74.

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, 115144-40-6, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; US5955495; (1999); A;,
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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 54149-17-6 as follows. 54149-17-6

Under an argon atmosphere, bisimine 11 (3.0 g, 10.12 mmol, 1 eq.), 1-bromo-2-(2-methoxyethoxy) ethane (3.35 mL, 22.26 mmol, 2.2 eq.) of and K2CO3 (5.59 g, 40.48 mmol, 4 eq.) were dissolved in 150 mL of dry DMF in a vacuum dried Schlenk flask. The contents were heated at 100C for 24 hours and the reaction was cooled to room temperature and 200 mL of distilled water was added to it. This was then extracted with EtOAc (3¡Á200 mL) and washed with distilled water (300 mL) and with brine (200 mL). The organic layers were combined and dried over anhydrous Na2SO4 and concentrated in vacuuo to yield a brownish-yellow coloured paste. This paste was thoroughly washed with pentane (3¡Á20 mL) and dried to a yellow powder.

According to the analysis of related databases, 54149-17-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Shahane, Saurabh; Toupet, Loic; Fischmeister, Cedric; Bruneau, Christian; European Journal of Inorganic Chemistry; 1; (2013); p. 54 – 60;,
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20469-65-2, Name is 1-Bromo-3,5-dimethoxybenzene, 20469-65-2, 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.

Step 1: 5-bromobenzene-1,3-diol To a mixture of 1-bromo-3,5-dimethoxybenzene (15 g, 69.1 mmol) in dichloromethane (500 ml) at 0 00 was added BBr3 (14.37 ml, 152 mmol) dropwise over 5 minutes at 0 00. The reaction mixture was allowed to warm to room temperature andstirred for 5 hours. The reaction was then cooled to 0 00 and BBr3 (7.2 ml, 76 mmol) added dropwise. The reaction mixture was allowed to warm up to room temperature and stirred overnight. The reaction was again cooled to 0 00 and BBr3 (3.6 ml, 38 mmol) added dropwise. The reaction mixture was allowed to warm up to room temperature and stirred for 4 hours. The mixture was then poured slowly onto ice. When the ice melted,DCM (200 ml) was added and the layers separated. The aqueous was extracted with EtOAc (500 ml) and the layers separated. The combined organics were passed throughthrough a hydrophobic frit and concentrated. The residue was purified via flash chromatography (ISCO Combiflash Rf, 220 g column, 0-100 % ethyl acetate/hexanes) to give the title compound as a yellow oil (19.5 g, 70 % purity). MS (mlz) 189.0 (M).

Statistics shows that 1-Bromo-3,5-dimethoxybenzene is playing an increasingly important role. we look forward to future research findings about 20469-65-2.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; DOWDELL, Sarah E.; EIDAM, Hilary Schenck; ELBAN, Mark; FOX, Ryan Michael; HAMMOND, Marlys; HILFIKER, Mark A.; HOANG, Tram H.; KALLANDER, Lara S.; LAWHORN, Brian Griffin; MANNS, Sharada; PHILP, Joanne; WASHBURN, David G.; YE, Guosen; WO2015/104684; (2015); A1;,
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1163-19-5, The chemical industry reduces the impact on the environment during synthesis 1163-19-5, name is 6,6′-Oxybis(1,2,3,4,5-pentabromobenzene), I believe this compound will play a more active role in future production and life.

setupBDE209 stock solution (1 ¡Á 10-3mol/L) in tetrahydrofuran wasdiluted with methanol to 1 ¡Á 10-5mol/L. 0.05 mL pyruvic acidaqueous solution (1 ¡Á 10-2mol/L) was added to 10 mL BDE209methanol solution in a Pyrex vessel. Reaction solutions were mag-netically stirred during the irradiation. The Pyrex vessel was purgedwith argon for 30 min to remove O2and protected under argonatmosphere during the irradiation. A PLS-SXE300 Xe lamp (BeijingTrusttech Co. Ltd.) was used as the light source. To eliminate thedirect photolysis of BDE209, a cutoff filter was used to cut the irra-diation below 360 nm. To investigate the effect of acids/bases andH2O on the reaction kinetics, a given amount acid/base and H2Owere added under otherwise identical conditions. At given timeintervals, 1 mL aliquots were used for analysis.

The chemical industry reduces the impact on the environment during synthesis 6,6′-Oxybis(1,2,3,4,5-pentabromobenzene). I believe this compound will play a more active role in future production and life.

Reference:
Article; Jiang, Zhaowu; Linghu, Wensheng; Li, Yimin; Sun, Chunyan; Catalysis Today; vol. 224; (2014); p. 89 – 93;,
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