Month: June 2021

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. 6443-69-2, name is 1,2,3-Trimethoxy-5-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C10H14O3

REFERENCE EXAMPLE 5 To a solution (50 ml) of 18-acetoxy-n-octadecanoyl chloride (11 g) in 1,2-dichloroethane is added aluminum chloride (7 g), and the mixture is stirred at room temperature for 2 hours. The reaction mixture is cooled to 5 C., followed by addition of a solution (20 ml) of 3,4,5-trimethoxytoluene (6.2 g) in 1,2-dichloroethane. The whole mixture is stirred at room temperature for 72 hours. Further, the reaction mixture is heated to 50-60 C. and stirred for 30 minutes. After cooling, ice water is added and the product is extracted with dichloromethane. The dichloromethane layer is washed with water and the solvent is distilled off to give an oil (12.1 g). The oil is dissolved in methanol (150 ml) followed by addition of sodium hydroxide (5.2 g) and stirring at room temperature for 2 hours. The reaction mixture is neutralized with 5 N hydrochloric acid and the solvent is distilled off to give crude crystals. Washing the product with water and recrystallization from dichloromethane-ether (1:1) give colorless needles of 6-(18-hydroxy-1-oxooctadecyl)-2,3-dimethoxy-5-methylphenol (6.4 g). m.p. 101 C.

According to the analysis of related databases, 6443-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4436753; (1984); A;,
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Adding a certain compound to certain chemical reactions, such as: 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, 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 7252-83-7, Application In Synthesis of 2-Bromo-1,1-dimethoxyethane

Dimethyl malonate (3.70 mL, 32.4 mmol) was added dropwise to a stirred solution of NaH(780 mg, 32.4 mmol) in DMF (50 mL) at 0 C, and the resultant mixture was stirred at 0 Cfor 1 h. KI (980 mg, 6.00 mmol) and 2-bromo-1,1-dimethoxyethane (3.50 mL, 29.6 mmol)were added and the resultant mixture was allowed to warm to rt, then heated at 100 C for24 h. Saturated aq NH4Cl (30 mL) was added and the resultant mixture was extracted withCH2Cl2 (4 × 70 mL). The combined organic extracts were dried over MgSO4, thenconcentrated in vacuo. Purification via flash column chromatography (petrol/Et2O, 2:1) gavethe title compound as a colourless oil (4.62 g, 72%), with spectroscopic data in accordancewith the literature.

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:
Article; Robinson, Emily R. T.; Frost, Aileen B.; Elias-Rodriguez, Pilar; Smith, Andrew D.; Synthesis; vol. 49; 2; (2017); p. 409 – 423;,
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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. 446-61-7, name is 2-Fluoro-6-methoxyaniline, A new synthetic method of this compound is introduced below., Safety of 2-Fluoro-6-methoxyaniline

A solution of 2-fluoro-6-methoxyaniline (1 equiv) in acetic acid (0.7 M) was cooled to 5 C. A mixture of bromine (0.9 equiv) in acetic acid (0.7 M) was slowly added. The reaction mixture was stirred for 2 h at 5 C. The resulting solid was filtered, washed with ether, and dried to give the title compound (90% yield). 1H NMR (500 MHz, DMSO-d6) delta ppm 3.84 (s, 3H) 6.79 (br. s., 2H) 6.97 (s, 1H) 7.06 (d, J=10.09 Hz, 1H). MS (ESI) m/z 219.9 [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; Signal Pharmaceutical LLC; Calabrese, Andrew Antony; Jeffy, Brandon; Robinson, Dale; Zhu, Dan; Huang, Dehua; Elsner, Jan; Boylan, John; Tehrani, Lida; Nagy, Mark A.; Moghaddam, Mehran Fallah; Raheja, Raj Kumar; Erdman, Paul; Narla, Rama K.; Harris, Roy L.; Tran, Tam Minh; Riggs, Jennifer; Ning, Yuhong; US2014/200206; (2014); A1;,
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Application of 1462-37-9, The chemical industry reduces the impact on the environment during synthesis 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, I believe this compound will play a more active role in future production and life.

General procedure: To an oven-dried 5 mL screw-capped vial, in a glove box 2-methyl-N-(8-quinolinyl)benzamide (79 mg, 0.3 mmol), 1-bromobutane (82 mg, 0.6 mmol), Ni(OTf)2 (10.6 mg, 0.03 mmol), PPh3 (15.6 mg, 0.06 mmol), Na2CO3 (64 mg, 0.6 mmol) and toluene (1 mL) were added. The mixture was stirred for 24 h at 140 °C followed by cooling. The resulting mixture was filtered through a celite pad and concentrated in vacuo. The residue was purified by column chromatography on silica gel (eluent: hexane/EtOAc= 20/1) to afford the desired alkylated product (84 mg, 88percent) as a colorless oil.

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, ((2-Bromoethoxy)methyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Aihara, Yoshinori; Wuelbern, Jendrik; Chatani, Naoto; Bulletin of the Chemical Society of Japan; vol. 88; 3; (2015); p. 438 – 446;,
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2357-52-0, name is 4-Bromo-2-fluoroanisole, 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. COA of Formula: C7H6BrFO

A mixture of 4-Bromo-2-fluoro-1-methoxybenzene (107 g, 0.5244 mol, from step (ii) above ), CuCN (70.4 g, 0.7866 mol) in dry DMF (150 ml) was stirred at 120 C overnight. The reaction mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate. Organic layer was washed with water and brine and dried over sodium sulfate. Solvent evaporation under reduced pressure followed by column chromatography over silica gel using 3% ethyl acetate in petroleum ether gave the sub-title compound (24.4 g) as a solid.

The synthetic route of 2357-52-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2005/123748; (2005); A1;,
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These common heterocyclic compound, 38380-85-7, name is 1-Bromo-4-cyclopropoxybenzene, 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. Recommanded Product: 1-Bromo-4-cyclopropoxybenzene

A mixture of intermediate compound 11 (2.34 mmol, 0.5 g), potassium phthalimide (2.81 mmol, 0.52 g) and copper (I) iodide (2.81 mmol, 0.54 g) in dimethylacetamide (6 mL) was refluxed under argon for 18 h. After cooling to room temperature, the reaction mixture was treated with 2N potassium hydroxide (5 mL), and partitioned with EtOAc (25 mL) and saturated 2N potassium hydroxide (25 mL). The organic layer was separated and washed with brine, dried over anhydrous magnesium sulphate, filtered and concentrated to afford 547 mg of the title compound which was precipitated in acetonitrile. The solid was filtered and washed with hexane, dried over vacuum to afford 221 mg of the pure title compound (221 mg, Yield: 34%). 1 H NMR (400 MHz, CDCI3) delta 7.98-7.95 (2H, m), 7.80-7.78 (2H, m), 7.36-7.32 (2H, m), 7.20-7.16 (2H, m), 3.80-3.75 (1 H, m), 0.82-0.81 (4H, m) LC-MS: tR= 3.55 [M+H]+ not ion (method 3).

The synthetic route of 1-Bromo-4-cyclopropoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; DRACONIS PHARMA, S.L.; LABORATORIOS DEL DR. ESTEVE, S.A.; AGUILAR, Nuria; FERNANDEZ, Joan, Carles; TERRICABRAS, Emma; CARCELLER GONZALEZ, Elena; GARCIA GARCIA, Francisco, Javier; SALAS SOLANA, Jordi; WO2013/149996; (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. 2393-23-9, name is 4-Methoxybenzylamine, A new synthetic method of this compound is introduced below., Safety of 4-Methoxybenzylamine

3. Bis (4-methoxybenzyl) amine Reflux a solution of 4-methoxybenzylamine (25 g, 182 rnmol) and 4-methoxybenzaldehyde(22 mL, 182 rnmol) in 200 mL EtOH for 3 hours. Evaporate the solvent under reduced pressure to give the intermediate imine as a pale brown oil. Immediately, dissolve the intermediate imine in dry MeOH, cool to 00C, and add NaBH4 (6.9 g, 182 mmol) in portions over 30 minutes. Remove the ice bath, stir the reaction mixture at 4O0C for 40 minutes and reflux for 2 hours. After stirring at room temperature overnight, remove the solvent under vacuum, dissolve the residual oil in CH2Cl2 (200 mL) and wash with 5% NaHCO3 (10 mL). Dry the CH2Cl2 layer (Na2SO4), filter, and concentrate to afford the title product as a yellow oil, which solidifies while standing in the refrigerator. 1H NMR (400 MHz, CDCl3) delta 7.25 (m, 4H), 6.87 (m, 4H), 3.8 (s, 6H), 3.75 (d, 4H, J=8.8 Hz), 1.54 (bs, IH).

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; NEUROGEN CORPORATION; WO2006/42289; (2006); A2;,
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Related Products of 35822-58-3, A common heterocyclic compound, 35822-58-3, name is 2-Bromobenzaldehyde diethyl acetal, molecular formula is C11H15BrO2, 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: One equiv. of protected hydrazine was dissolved/suspended in EtOH containing 10% water (approx. 5 ml per 1 mmol of protected hydrazine), 1.05 eq of benzaldehyde acetal was added, followed by the addition of 0.05 equiv. of TsOH in an ethanolic solution (10 mg of TsOH per 0.5 ml of EtOH). The obtained reaction mixture was refluxed and monitored by TLC (silica gel) until full conversion of the starting material was observed. Ethyl acetate/light petroleum mixtures or pure ethyl acetate were used as TLC eluents. After completion of the reaction the solvent was removed under reduced pressure, approx. 15 ml of toluene was added to the residue and the solvent was again removed under reduced pressure. The obtained crude hydrazone was dissolved in commercial stabilized THF (approx. 4 ml per 1mmol of hydrazone), the flask was flushed with argon and 3 equiv. of 1M BH3-THF complex was added at room temperature, followed by 3 hours of stirring. The progress of the reaction was checked by TLC and if some unreacted hydrazone was left, stirring was continued for an additional 45 min. After thefull conversion of hydrazone EtOH (10 ml) was added to the reaction mixture (Caution: Liberation of hydrogen) and the obtained mixture was refluxed for 1 hour. After cooling to room temperature the solvent was removed under reduced pressure and the residue was dissolved in ethyl acetate, washed with saturated NaHCO3 solution, water and saturated NaCl solution. The aqueous phase was extracted twice with ethyl acetate, the extracts were washed with saturated NaCl solution, combined with the organic phase, dried over anhydrous Na2SO4 and evaporated to dryness. The residue was purified by column chromatography on silica gel by using ethyl acetate/light petroleum 1:1 or 1:2 mixtures or pure ethyl acetate as eluent. For the exact information about the eluent used for monitoring reaction progress and chromatographic purifications, see the Rf value for each compound.

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; Mastitski, Anton; Niinepuu, Siret; Haljasorg, Toiv; Jaerv, Jaak; Organic Preparations and Procedures International; vol. 50; 4; (2018); p. 416 – 423;,
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Adding a certain compound to certain chemical reactions, such as: 19056-41-8, name is 3-Bromo-4-methoxyaniline, 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 19056-41-8, COA of Formula: C7H8BrNO

To cyanuric chloride (0.184 g, 1.0 mmol) dissolved in acetonitrile (3 mL) stirring at about -10 C., was added a solution of 3-bromo-p-anisidine (0.2019 g, 1.0 mmol) in acetonitrile followed by the addition of N,N-diisopropylethylamine (DIEA) (0.17 mL, 1.0 mmol) in acetonitrile. The reaction mixture was allowed to stir at about -10 C. for 1 hour under nitrogen. The reaction mixture was then warmed to room temperature and allowed to stir at room temperature for another hour under nitrogen. To the reaction mixture was added a solution of cycloheptylamine (0.13 mL, 1.0 mmol) in acetonitrile followed by addition of DIEA (0.17 mL, 1.0 mmol). The reaction mixture was allowed to stir at reflux overnight under nitrogen. To the reaction mixture was added N-methyl-4(methylamino)piperidine (0.13 mL, 1.0 mmol) in acetonitrile followed by the addition of DIEA (0.17 mL, 1.0 mmol). The reaction mixture was allowed to stir at reflux for overnight under nitrogen. The reaction mixture was extracted 3 times with ethyl acetate; the combined organic layers were washed with brine solution and dried over potassium carbonate. The sample was concentrated on the rotary evaporator and the resulting solid was dried overnight under vacuum. Column chromatography (silica gel, 90:9:1 methylene chloride:methanol:conc. ammonium hydroxide yielded 0.029 g (6%)of 123. 1H NMR (400 MHz, CDCl3) delta 7.97-8.19 (broad resonance, 1H), 7.12 (broad resonance, 1H), 6.78-6.80(m, 2H), 4.82 (br s, 1H), 4.58 (br s, 1H), 3.92 (br s, 1H), 3.84 (s, 3H), 2.90-2.98 (m, 5H), 2.29 (s, 3H), 2.17 (broad resonance, 2H), 1.99-2.24 (broad resonance, 4H), 1.72-1.85 (m, 3H), 1.42-1.62 (m, 11H); MS (ESI): m/z 520 (100), 518 (93.9), 458 (10.4), 424 (20.8), 422 (21.1), 261 (67.5), 260 (63.4), 213 (13.9), 212 (13.6).

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

Reference:
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209881; (2004); A1;,
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Application of 2930-05-4, The chemical industry reduces the impact on the environment during synthesis 2930-05-4, name is 2-((Benzyloxy)methyl)oxirane, I believe this compound will play a more active role in future production and life.

General procedure: To a 4 mL of vial was charged with [Bmim]Br (43.8 mg, 0.2 mmol), NaHCO3 (8.4 mg, 0.1 mmol), LiCl (4.2 mg, 0.1 mmol), epoxide (2 mmol) and CS2 (364 mL, 6 mmol). The reaction mixture was stirred at 40 C for 24 h, after which time, water (5 mL) was added into the reaction mixture. The organic layer was extracted with CH2Cl2 (3 x 5 mL). The combined organic phase was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (petroleum ether/ethyl acetate = 4:1 as eluent).

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, 2-((Benzyloxy)methyl)oxirane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mei, Congmin; Li, Xu; Liu, Lihuai; Cao, Changsheng; Pang, Guangsheng; Shi, Yanhui; Tetrahedron; vol. 73; 38; (2017); p. 5706 – 5714;,
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