Month: June 2021

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. 5467-58-3, name is 1-Bromo-4-methoxynaphthalene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: ethers-buliding-blocks

3-a. Synthesis of 1-methoxy-4-{4-(naphthalen-1-yl)phenyl}naphthalene 1-Methoxy-4-{4-(naphthalen-1-yl)phenyl} was synthesized as follows. 1-Bromo-4-methoxynaphthalene (25 g, 0.105 mol), 4-(naphthalen-1-yl)phenylboronic acid (30.4 g, 0.137 mol), potassium carbonate (21.9 g, 0.16 mol), tetrakis(triphenylphosphine)palladium(0) (2.4 g, 0.01 mol), water (25 mL), tetrahydrofuran (75 mL) and toluene (75 mL) were stirred in a 250 mL round-bottom flask for 12 hours under reflux. After completion of the reaction, the reaction mixture was cooled to room temperature and extracted with ethyl acetate (300 mL) and water (1000 mL). The organic layer was dried with magnesium sulfate and concentrated under reduced pressure to obtain a solid. The solid was dissolved in hot toluene (400 mL) and then filtered. The filtrate was recrystallized in methanol (800 mL). The resultant solid was filtered and washed with hexane (300 mL) to obtain a product (20 g, 0.055 mol, 52.6%).

The synthetic route of 5467-58-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SFC CO., LTD.; US2011/108827; (2011); A1;,
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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 20469-65-2 as follows. Safety of 1-Bromo-3,5-dimethoxybenzene

To a solution of 1 (25.0 g, 115.18 mmol) in DCM (200 mL) was added dropwise BBn (21.45 mL, 230.35 mmol) at 0 C, and the mixture was stirred at 25 C for 16 h. The reaction was quenched by MeOH (50 mL) and concentrated under vacuum to afford 2 (21.7 g, 99.7%) as a red oil, which was used directly without further purification.

According to the analysis of related databases, 20469-65-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; DRAGOVICH, Peter; PILLOW, Thomas; BLAKE, Robert Anthony; WERTZ, Ingrid; (619 pag.)WO2020/86858; (2020); A1;,
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Adding a certain compound to certain chemical reactions, such as: 156573-09-0, name is 1-Bromo-4-ethoxy-2,3-difluorobenzene, 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 156573-09-0, category: ethers-buliding-blocks

Under a nitrogen atmosphere,60 g of trimethylsilylacetylene,120 g of 4-ethoxy-2,3-difluorobromobenzene, 1.9 g of copper iodide,11.7 g of tetrakistriphenylphosphine palladium were dissolved in 500 mL of DMF,And the mixture was stirred at 70 C. for 2 hours.To the reaction mixture were added toluene,Add water,After stirring, the organic layer was separated.The organic layer was washed with waterwater,Ammonia water,Followed by washing with saturated saline in this order,After drying with anhydrous sodium sulfate,The solvent was distilled off under reduced pressure.The obtained crystalRecrystallization and purification by column chromatography (silica gel)120 g of trimethyl- (4-ethoxy-2,3-difluorophenylethynyl) silane was obtained.

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; DIC CORPORATION; NOSE, SAYAKA; SAITOU, YOSHITAKA; KADOMOTO, YUTAKA; (18 pag.)JP5696874; (2015); B2;,
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Electric Literature of 17715-69-4, 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. 17715-69-4, name is 1-Bromo-2,4-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A suspension of Pd2(dba)3 (6.9 mg, 0.0075 mmol), tBu3PHBF4 (8.7 mg,0.03 mmol), KOH (42 mg, 0.75 mmol), aryl bromide 9 (0.36 mmol) and tetralone 10(0.3 mmol) in a mixture of dioxane/water (4:1, v/v, 3 mL) was degassed and heated under Ar and microwave irradiation (80W of initial power, 100 °C, 40min, infrared probe). Then, the mixture was allowed to cool to rt, diluted in AcOEt, washed with saturated NH4Cl solution, dried over anhydrous Na2SO4,filtered and concentrated under reduced pressure. The crude material was purified by silica gel chromatography.

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

Reference:
Article; Manvar, Dinesh; Fernandes, Talita De A.; Domingos, Jorge L.O.; Baljinnyam, Erdenechimeg; Basu, Amartya; Junior, Eurides F.T.; Costa, Paulo R.R.; Kaushik-Basu, Neerja; European Journal of Medicinal Chemistry; vol. 93; (2015); p. 51 – 54;,
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Related Products of 1535-75-7, 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 1535-75-7 as follows.

g (2-Trifluoromethoxy-phenyl)-carbamic acid ethyl ester 2-(Trifluoromethoxy)aniline (50 g, 0.282 mol) was dissolved in DME (1000 mL) and cooled to -5 C. Sodium hydride (12.3 g, 55%, 0.282 mol) was added in portions and the suspension was allowed to warm to room temperature. Ethyl chloroformate (23.5 mL, 0.245 mol) was added drop by drop and the mixture was stirred for 2 h at room temperature and for 1.5 h at reflux after addition was complete. Hydrolysis was with water (110 mL). The phases were separated and the water phase was extracted with ethyl acetate. The organic phases were washed with brine, pooled and dried with MgSO4. Evaporation of the solvent yielded 70.6 g of brown oil, which was purified by chromatography on silica gel with hexane/ethyl acetate (6:1). This yielded the title compound, (44.2 g, 62%) as a beige yellow oil. (EI-MS: m/e=249.1 (M+)).

According to the analysis of related databases, 1535-75-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hebeisen, Paul; Mattei, Patrizio; Muller, Marc; Richter, Hans; Roever, Stephan; Taylor, Sven; US2002/169163; (2002); A1;,
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Application of 109-85-3, A common heterocyclic compound, 109-85-3, name is 2-Methoxyethylamine, molecular formula is C3H9NO, 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.

Intermediate 1, tert-butyl 4-oxopiperidine-1-carboxylate (1.0 g, 5.02 mmol), was dissolved in methanol (15 mL) and treated with Intermediate 118, 2-methoxyethylamine (490 mg, 6.53 mmol), triethylamine (2.1 mL, 15.1 mmol) and ZnCI2 (68 mg, 0.50 mmol). The reaction mixturewas stirred at 65 C for 7 h, then NaBH3CN (949 mg, 15.1 mmol) was added portionwise. The resulting reaction mixture was stirred at 25 C for 17 h. The solvents were removed in vacuo, and the residue was partitioned between H20 (150 mL) and EtOAc (120 mL). The aqueous layer was extracted with EtOAc (2 x 120 mL), and the organic layers were combined, dried (Na2SO4), and the solvent was removed in vacuo. The residue was purified by columnchromatography (Normal basic activated alumina, 40 % to 50 % EtOAc in hexane) to give tertbutyl 4-[(2-methoxyethyl)amino]piperidine-1-carboxylate (480 mg, 37 %) as a liquid.LCMS (Method I): mlz 203 (M+H-56) (ES), at 3.60 mi UV active.

The synthetic route of 109-85-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HEPTARES THERAPEUTICS LIMITED; BROWN, Giles Albert; CONGREVE, Miles Stuart; PICKWORTH, Mark; TEHAN, Benjamin Gerald; (117 pag.)WO2017/21730; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2930-05-4, name is 2-((Benzyloxy)methyl)oxirane, 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 2930-05-4, HPLC of Formula: C10H12O2

3-Benzyloxypropan-2-ol 16 To a suspension of lithium aluminum hydride (6.1 g, 0.16 mol) in ether (50 mL) at 25 C. was added a solution of glycidyl benzyl ether 15 (52.9 g, 0.32 mol) in 50 mL of ether (Step 13). The mixture was refluxed for 2 h and cooled to room temperature. A solution of 1N NaOH was added dropwise to the mixture and the precipitated metal salts were removed by filtration. The ether containing the product was washed with water (50 mL), dried (MgSO4) and the solvent removed by roto-evaporation. Distillation gave 43.3 g (82%) of 3-benzyoxypropan-2-ol; 16 bp 110-112 (5 mm). 1 H NMR (CDCl3) delta 1.13 (d, J=6.6 Hz, 3H, CH3), 2.5 (br s, 1H, OH), 3.28 (dd, 1H, OCH), 3.45 (dd, 1H, OCH), 4.0 (m, 1H, OCH), 4.55 (s, 2H, OCH2), 7.35 (s, 5H, phenyl).

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; Emory University; US5808146; (1998); A;,
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Electric Literature of 14804-31-0, A common heterocyclic compound, 14804-31-0, name is 4-Bromo-1-methoxy-2-methylbenzene, molecular formula is C8H9BrO, 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.

(RS)-1-(3-Bromo-4-chlorophenyl)-1-(4-methoxy-3-methylphenyl)-ethanol 5-Bromo-2-methoxytoluene (6.4 g, 0.032 mol) was dissolved in tetrahydrofuran (100 mL) and 5 mL of the solution was added to a stirred mixture of magnesium turnings (0.90 g, 0.037 mol) and iodine (a catalytic amount) in tetrahydrofuran (10 mL). The mixture was heated to vigorous reflux until some of the iodine colour was lost. The flask was removed from the heat and the remainder of the bromide was added so as to maintain a gentle reflux. The flask was then returned to the heat and stirred at reflux for 2 hours. The flask was removed from the heat and a solution of 1-(3-bromo-4-chlorophenyl)-ethanone (7.1 g, 0.030 mol) in tetrahydrofuran (100 mL) was added so as to maintain a gentle reflux. The reaction mixture was returned to the heat and stirred at reflux for 3 hours then cooled to room temperature and poured into ice-water (300 mL). The mixture was stirred for 5 minutes then concentrated to remove tetrahydrofuran. The aqueous residue was diluted with aqueous ammonium chloride (100 mL), extracted with ethyl acetate (3*200 mL) and the combined organic extracts were washed with water (100 mL) and brine (100 mL), dried (sodium sulfate) and concentrated to give the crude product as a red oil which was purified by flash chromatography (5 to 10% ethyl acetate/hexane) to give the desired alcohol as a bright yellow oil (6.7 g, 71%). 1H NMR (300 MHz; CDCl3) 7.72 (1H, d, J2.1, Ar), 7.35 (1H, d, J 8.5, Ar), 7.23-7.13 (3H, m, Ar), 6.76 (1H, d, J 8.5, Ar), 3.82 (3H, s, OMe), 2.19 (3H, s, Me), 2.11 (1H, s, OH), 1.88 (3H, s, Me).

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; Andreini, Matteo; Gabellieri, Emanuele; Guba, Wolfgang; Marconi, Guido; Narquizian, Robert; Power, Eoin; Travagli, Massimiliano; Woltering, Thomas; Wostl, Wolfgang; US2009/209529; (2009); A1;,
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Application of 7025-06-1, 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. 7025-06-1, name is 1-Bromo-2-phenoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Dissolve 27.4 g (110 mmol) of 1-bromo-2-diphenyl ether in 350 ml of dry tetrahydrofuran,Cool the reaction system to -78 °C50 ml of n-butyllithium in 2.5 M (110 mmol) hexane was slowly added dropwise,Then keep the system stirred at -70°C for 1 hour.Then 33.8 g (100 mmol) of 4,5-dibromo-9H-fluorenone was dissolved in 85 ml of tetrahydrofuran and added dropwise at -70°C.The system was slowly warmed to room temperature, quenched with ammonium chloride and subsequently evaporated in a rotary evaporator, and the organic solution was collected, and the resulting intermediate (A) was dissolved in the organic solution.

The synthetic route of 1-Bromo-2-phenoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Zhou Wenting; Cai Hui; (29 pag.)CN107880053; (2018); A;,
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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. 6851-80-5, name is 1-(2-Methoxyphenyl)-N-methylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 1-(2-Methoxyphenyl)-N-methylmethanamine

General procedure: To a mixture of the corresponding secondary amines 14A-F (0.6 mmol), anhydrous K2CO3 (89.7 mg, 0.65 mmol) and KI (8.6 mg, 0.052 mmol) in anhydrous CH3CN (12 ml) were added the appropriate intermediates 10-13 (0.5 mmol). The reaction mixture was warmed to 60-65 C and stirred for 6-10 h under an argon atmosphere. After complete reaction, the solvent was evaporated under reduced pressure. The residue was dissolved in water (40 mL) and the mixture was extracted with dichloromethane (25 mL×3). The combined organic phases were washed with saturated aqueous sodium chloride (20 mL), dried over sodium sulfate, and filtered. The solvent was evaporated to dryness under reduced pressure. The residue was purified on a silica gel chromatography using mixtures of CH2Cl2/CH3OH (100:1) as eluent to afford the corresponding scutellarein-O-alkylamine derivatives 15-18.

The synthetic route of 6851-80-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sang, Zhipei; Qiang, Xiaoming; Li, Yan; Yuan, Wen; Liu, Qiang; Shi, Yikun; Ang, Wei; Luo, Youfu; Tan, Zhenghuai; Deng, Yong; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 348 – 366;,
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