Month: May 2021

These common heterocyclic compound, 349-60-0, name is 1-Methoxy-3,5-bis(trifluoromethyl)benzene, 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. HPLC of Formula: C9H6F6O

3,5-Bis(trifluoromethyl)anisole (5.0 g 21 mmol) and TMEDA (4.0 mL, 3.0 g,26 mmol) were dissolved in dry Et2O (60 mL), cooled to -10 0C and treated in portions with H-BuLi (2.5 M in hexanes; 10 mL, 25 mmol). The mixture was warmed to 25 0C and stirred for 90 min. The mixture was cooled to -78 0C, treated dropwise with DMF (2.3 mL, 2.2 g, 30 mmol), stirred for 30 min, warmed to 25 0C and stirred for 30 min. The reaction was quenched by addition of H2O (50 mL) and extracted with Et2O (2 x 75 mL). The combined organic fractions were washed with satd NaCl solution (30 mL), dried (Na2SO4) and evaporated. The residue was purified by silica gel chromatography to give the anisaldehyde derivative (3.3 g). This material (3.0 g, 11 mmol) was dissolved in CH2Cl2 (75 mL), cooled to -78 0C and treated with BBr3 (1 M solution in CH2Cl2; 12 mL, 12 mmol). The mixture was stirred for 30 min at -78 0C, warmed to 25 0C and stirred for 90 min. H2O (100 mL) was added and stirring was continued for 30 min. The separated organic phase was washed with satd NaCl solution, dried (Na2SO4) and evaporated. The residue was purified by silica gel chromatography with 0-20percent EtOAc/hexane to give the purified aldehyde (2.0 g): 1H NMR (400 MHz, CDCl3) delta 12.27 (s, IH), 10.34 (s,lH), 7.51 (s, IH); EIMS m/z 258.

The synthetic route of 1-Methoxy-3,5-bis(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; YOUNG, David; SHABER, Steven; AVILA-ADAME, Cruz; BREAUX, Nneka; RUIZ, James; SIDDALL, Thomas; WEBSTER, Jeffery; WO2010/83307; (2010); A2;,
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Synthetic Route of 151414-47-0, 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. 151414-47-0, name is 2,6-Difluoro-4-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step A: Preparation of N-[(6-chloro-3-pyridinyl)methylene]-2,6-difluoro-4-methoxybenzenamineTo a mixture of 2,6-difluoro-4-methoxybenzenamine (0.98 g, 6.9 mmol) in toluene (20 mL) was added 6-chloro-3-pyridinecarboxaldehyde (1.0 g, 6.3 mmol). The reaction mixture was heated at reflux with the use of a Dean-Stark trap for azeotropic removal of water. After 16 h the reaction mixture was cooled to room temperature and concentrated under reduced pressure. The resulting material was dried in a vacuum oven at 55 C. overnight to provide the title compound as a light brown solid (1.66 g).1H NMR (CDCl3): delta 8.74 (s, 1H), 8.73 (d, J=2.44 Hz, 1H), 8.32 (dd, J=2.20 Hz, J=8.29 Hz, 1H), 7.44 (d, J=8.29 Hz, 1H), 6.59-6.52 (m, 2H), 3.82 (s, 3H).1F NMR (CDCl3): delta-121.48 to 121.40 (m, 2F).

The synthetic route of 2,6-Difluoro-4-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E.I. Du Pont De Nemours and Company; US2011/45101; (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. 887267-47-2, name is 2-Bromo-5-(trifluoromethoxy)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 887267-47-2

Intermediate 117 4-(Trifluoromethoxy)biphenyl-2-amine 2-Bromo-5-(trifluoromethoxy)aniline (CAS 887267-47-2; 200 mg), phenylboronic acid (143 mg) and a 2 M aqueous solution of sodium carbonate (1.17 ml) were combined at r.t. under argon with dioxane (9.4 ml) and water (3.75 ml). [Iota, – Bis(diphenylphosphino)ferrocene]dichloropalladium(II), dichloromethane adduct (31.9 mg) was added to give yellow suspension. The reaction mixture was heated to 80 C and stirred overnight at 80 C. The reaction mixture was cooled down and filtered through glass fiber paper, washed with 30 mL water and 30 mL EtOAc, the layers were separated, the aqueous layer was back- extracted with EtOAc. The organic layers were combined, dried over MgS04 and concentrated in vacuo. The product was purified by flash chromatography (silical gel, 0% to 70% EtOAc in n- heptane) to give the title compound (198 mg) as a yellow oil.

The synthetic route of 887267-47-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BUETTELMANN, Bernd; CECCARELLI, Simona M.; CONTE, Aurelia; KUEHNE, Holger; KUHN, Bernd; NEIDHART, Werner; OBST SANDER, Ulrike; RICHTER, Hans; WO2014/146994; (2014); A1;,
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Electric Literature of 115929-62-9, These common heterocyclic compound, 115929-62-9, name is 3-Bromo-2,5-dimethoxyaniline, 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: In a round bottom flask equipped with a magnetic stirring bar, 0.3mmol of alpha-formyl-beta-carboline (1a) and 0.3mmol of aniline (2a) in 4mL of [Bmim][BF4] was stirred for 12min. Into this reaction mixture were added 0.35mmol of phenylacetylene (3a) and 10mol% of La(OTf)3 and then heated around 95-100C. After completion of the reaction, as indicated by the TLC, water was added and extracted with ethylacetate. The organic layer was dried over anhydrous Na2SO4. The solvent was concentrated under the reduced pressure. Product was purified by column chromatography on silica gel (eluent: Hexanes/ethyl acetate): Colorless solid, 126 mg, 74%, Rf=0.52 (20% EtOAc/Hexanes), mp: 277-279 C; IR (KBr): 3356, 2939, 2841, 1259, 1107, 744, 545 cm-1; 1H NMR (400 MHz, CDCl3, TMS) delta: 12.51 (1H, s), 9.01 (1H, s), 8.77 (1H, s), 8.28 (1H, d, J=7.7 Hz), 7.76-7.78 (1H, m), 7.69 (1H, t, J=7.4 Hz), 7.40-7.45 (6H, m), 6.99 (1H, s), 4.31 (3H, s), 4.08 (3H, s), 3.56 (3H, s); 13C NMR (100 MHz, CDCl3, TMS) delta: 166.7, 156.3, 153.2, 149.7, 147.2, 143.3, 141.9, 141.3, 137.3, 137.2, 136.9, 130.8, 129.2, 128.3, 127.2, 127.1, 122.1, 121.6, 121.3, 120.9, 119.0, 118.9, 116.7, 112.3, 110.3 (aromatic C), 61.6, 55.7, 52.6 (aliphatic C); HRMS (ESI-MS) calcd for C30H22BrN3O4; 590.0692 (M+Na), found: 590.0692. Anal. Calcd for: C, 63.39; H, 3.90; N, 7.39%; found: C, 63.25; H, 3.98; N, 7.21%.

Statistics shows that 3-Bromo-2,5-dimethoxyaniline is playing an increasingly important role. we look forward to future research findings about 115929-62-9.

Reference:
Article; Ramesh, Subburethinam; Nagarajan, Rajagopal; Tetrahedron; vol. 69; 24; (2013); p. 4890 – 4898;,
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Electric Literature of 1036724-54-5, 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 1036724-54-5 as follows.

Six reactions were carried out in parallel and combined for work-up. To a solution of the product of the previous step (200 g, 711 mmol) in THF (100 mL) was added potassium carbonate (197 g, 1.4 mol). The reaction mixture was purged with nitrogen 3 times, followed by addition of Pd(dppf)Cl2-CH2Cl2 (11.6 g, 14.2 mmol). The reaction mixture was cooled to 0 C., diethylzinc (1 M, 1.07 L) was added drop-wise, and the reaction mixture was stirred at 70 C. for 1 h. The reactions were combined, cooled to 20 C. and poured into water (7 L) slowly. To the mixture was added aq. 4 M HCl to pH 6. The organic layer was separated, and the aqueous phase was extracted with EtOAc (3×2 L). The combined organic layer was washed with brine (5 L), dried over sodium sulfate, concentrated, and purified through a silica gel pad (eluted with 50:1 petroleum ether:EtOAc)) to give the title intermediate (900 g, 92% yield) as a light yellow oil. 1H NMR (400 MHz, CDCl3) delta 7.29-7.43 (m, 5H), 6.94-6.97 (m, 1H), 6.82 (d, J=8.0 Hz, 1H), 6.70 (m, 1H), 5.09 (s, 2H), 2.52-2.58 (m, 2H), 1.17 (t, J=7.6 Hz, 3H).

According to the analysis of related databases, 1036724-54-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fatheree, Paul R.; Jiang, Lan; US2020/131178; (2020); A1;,
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These common heterocyclic compound, 40515-89-7, name is Phenethoxybenzene, 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. category: ethers-buliding-blocks

General procedure: etherCatalytic decomposition of phenethyl phenyl ether (PPE) to aro-matics was carried out in a stainless steel autoclave reactor (25 mL)under hydrogen atmosphere. Prior to the reaction, each catalystwas reduced using an ex-situ reduction system at 450C for 4 hunder 5% H2/N2flow (50 mL/min). 50 mg of reduced catalyst, 0.25 gof phenethyl phenyl ether (Frinton Laboratory, a reactant), and 9 mLof hexadecane (Sigma-Aldrich, a solvent) were charged into thereactor at room temperature. The reactor was purged with nitro-gen several times in order to remove air. The catalytic reaction wasperformed at 250C and 10 bar (H2) for 3 h with agitation speed of250 rpm. After the reaction, reaction products were analyzed usinga gas chromatograph (Younglin, YL6100) equipped with a DB-1 col-umn and a flame ionization detector (FID). Conversion of phenethylphenyl ether and selectivity for aromatic product (benzene, phe-nol, or ethylbenzene) were calculated according to the followingequations on the basis of mole balance. Yield for aromatic product(benzene, phenol, or ethylbenzene) was calculated by multiplyingconversion of phenethyl phenyl ether and corresponding productselectivity

The synthetic route of Phenethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kim, Jeong Kwon; Lee, Jong Kwon; Kang, Ki Hyuk; Lee, Jong Won; Song, In Kyu; Journal of Molecular Catalysis A: Chemical; vol. 410; (2015); p. 184 – 192;,
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Related Products of 2338-54-7, These common heterocyclic compound, 2338-54-7, name is 4-Fluoro-3-methylanisole, 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.

To a vigorously stirred mixture [OF 4-FLUORO-3-METHYLANISOLE] (12.0 g, 85.6 mmol) and pyri- dine (41.7 g, 527 mmol) in water (170 mL) at [50C] was added portion-wise potassium per- manganate (44.65 g, mmol) and then maintained at this temperature for 2 h. The resulting mixture was then allowed to cool to RT and allowed to stand overnight and then heated for a further 5 h at [50C.] Then the mixture was filtered over celite and then the residue was washed with sulfuric acid (conc. 100 mL). The combined filtrates were then [HALF-EVAPORA-] ted and neutralised with potasssium carbonate. Then the mixture was washed with diethyl ether and then the aqueous layer was acidified with hydrochloric acid (conc.) and the pro- duct extracted with diethyl ether. The combined extracts were then dried over sodium sul- phate. After filtration and evaporation the crude solid was [RECRYSTALLISED] from 1,2,-di- chloroethane to afford the title compound (4.4 g, 30%) as a light pink solid. MS [M/E =] 168.9 (M-H). Alternatively, a solution of 4-fluoroanisole (500 mg, 4.0 mmol) in THF (10 mL) was added to a cooled [SOLUTION (-78C) OF 2,] 2,6, 6-tetramethylpiperidine (1.1 g, 7.9 mmol) and BuLi (5 mL, 1.6 M in hexanes, 7.9 mmol) in THF (10 mL) at a slow rate to maintain the tempera- ture [BELOW-70C.] The mixture was maintained at this temperature for 12 h, and then dry C02 gas was passed into the solution. The resulting mixture was allowed to warm up to 0C and then HCl (1 M, 10 mL) was added and the product was extracted with diethyl ether. The combined organic extracts were then dried over sodium sulfate, washed with water and brine, filtered and evaporated. The crude solid was then partioned between sodium hydroxide [(1] M, 10 mL) and diethyl ether. The aqueous phase was then acidified with HCl (1 M) and the product extracted with diethyl ether. Evaporation afforded the title compound (268 mg, 40%) as a white solid. MS m/e = 168.9 (M-H).

Statistics shows that 4-Fluoro-3-methylanisole is playing an increasingly important role. we look forward to future research findings about 2338-54-7.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/14856; (2004); 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. 10075-63-5, name is 1,5-Dimethoxynaphthalene, A new synthetic method of this compound is introduced below., HPLC of Formula: C12H12O2

70% Nitric acid (1.5 mL) in acetic acid (1.5 mL) was addedslowly to a stirred suspension of 1,5-dimethoxynaphthalene(3.76 g, 20 mmol) in acetic acid (50 mL) at room temperature. Upon stirring overnight atambient temperature, the precipitate was filtered offand washed with water. The crude product wasrecrystallized from methanol and dried. Light yellowsolid, yield 85%. 1H NMR spectrum, delta, ppm: 3.92 s(3H), 4.03 s (3H), 6.74 d (J = 8.3 Hz, 1H), 7.01 d (J =7.8 Hz, 1H), 7.44-7.53 m (2H), 7.90 d (J = 8.5 Hz,1H). 13C NMR spectrum, delta, ppm: 56.03, 56.06, 102.24,108.31, 114.68, 117.16, 121.65, 127.15, 127.21,141.18, 153.64, 157.04.

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; Dong; Zhang; Huang; Meng; Li; Russian Journal of General Chemistry; vol. 87; 4; (2017); p. 837 – 841; Zh. Obshch. Khim.; vol. 87; 4; (2017); p. 837 – 841,5;,
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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. 2050-47-7, name is 4,4′-Oxybis(bromobenzene), This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4,4′-Oxybis(bromobenzene)

All manipulations were performed under an inert atmosphere of nitrogen. A Schlenk flask equipped with a condenser was charged with 4- bromophenylether (3.90 g), carbazole (4.34 g), 18-crown-6 (0.70 g), Cu (1.65 g) and K2CO3 (3.60 g) and 1, 2-dichlorobenzene (150 mL). The resulting mixture was heated to 180 C for four days. After cooling to room temperature, water was added and the mixture was stirred overnight. The organic layer was isolated and the water layer was washed with water. The combined organic layers were dried over MgSO4 and the solvent was evaporated to give a brown oil. The desired product was isolated by crystallization from CH2CI2/MeOH to give an off-white powder in 58% yield (3. 5 g) 1H NMR (CD2CI2, 500 MHz): 6 8.14 (d, 1H), 7. 58 (d, 1H), 7.42 (m, 2H), 7.35 (d, 1H), 7.27 (m, 1H).

According to the analysis of related databases, 2050-47-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; E.I. DUPONT DE NEMOURS AND COMPANY; WO2005/82851; (2005); A2;,
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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. 13985-15-4, name is 2,3,6,7-Tetramethoxy-9,10-dimethylanthracene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C20H22O4

Under an inert N2 atmosphere, 91 (2 g, 6.1 mmol), NBS (4 g, 22.6 mmol) and ABCN (73 mg, 0.3 mmol) were dissolved in anhydrous dichloromethane (150 mL), and the mixture stirred at reflux for 4 hours. The mixture was then cooled to 0 C and filtered. The solid was then dried under high vacuum to afford 92 (2.1 g, 4.3 mmcl, 71%) as a bright yellow solid. 1H NMR (400 MHz, CDCI3) O 4.11 (s, 12H, C(1)H), 5.35 (s, 4H, C(6)H), 7.40 (s, 4H, C(3)H), 13C NMR (100 MHz, CDCI3) 28.7(06), 56.0 (Cl), 101.8(03), 125.7(05), 125.9(04), 150.1 (02).

According to the analysis of related databases, 13985-15-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ZIYLO LIMITED; DAVIS, Anthony; TROMANS, Robert; WILSON, Miriam Ruth; ORCHARD, Michael Glen; CHAPMAN, Andrew Michael; TOMSETT, Michael Roger; MATLOCK, Johnathan Vincent; (320 pag.)WO2018/167503; (2018); A1;,
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