Category: 5467-58-3

Application of 5467-58-3, A common heterocyclic compound, 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, molecular formula is C11H9BrO, 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.

Under nitrogen conditions,To the magnetic stirrer,thermometer,6.6 g (27.9 mmol) was added to a 250 mL three-necked flask of a condenser.1-bromo-4-methoxynaphthalene,12.0 g (36.3 mmol) of 4-nitrophenyl-2-amino-9,9-dimethylhydrazine,10.6g (167.4mmol) of copper powder,23.1 g (167.4 mmol) of potassium carbonate,7.4 g (27.9 mmol) of 18-crown-6,Then add 57.2 ml of o-dichlorobenzene,Reacting at 170 C for 20 h;The mixture was filtered while hot, and o-dichlorobenzene was distilled off under reduced pressure. The crude product was recrystallized from ethanol and N,N-dimethylacetamide (V:V = 1:2.7) to give 4-nitrophenyl-4. ‘-Methoxynaphthyl-2-amino-9,9-dimethylhydrazine 10.2 g, yield 75%;

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

Reference:
Patent; Jilin University; Chen Chunhai; Su Kaixin; Wang Daming; Sun Ningwei; Zhou Hongwei; Zhao Xiaogang; (24 pag.)CN108929297; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, A new synthetic method of this compound is introduced below., Formula: C11H9BrO

The reaction route is as follows:250mL three-necked flask was added 2.66g (0.01mol)1,1-bis (4-aminophenyl) cyclohexane,10.65 g (0.045 mol) of 4-methoxy-1-bromonaphthalene,4.80 g (0.05 mol) sodium tert-butoxide,53g toluene.Nitrogen gas protection 0.09 g (4.0 × 10 -4 mol) of palladium acetate,0.462 g (8.0 × 10 -4 mol) Xantphos,The temperature was raised to 100 C to 108 C and refluxed for 10 hours.Completed the reaction,Add 50g water twice,Dried over anhydrous sodium sulfate,The solvent was removed under reduced pressure to give a tan solid.The above crude product was treated with THF,Ethanol (mass ratio of 3: 6) recrystallization,5.4g white powder was obtained,Yield: 60.5%.

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; CECEP Wanrun Co., Ltd.; Hu Zhenyu; Ren Huicai; Cao Yuan; Pang Maoyin; Chen Shuai; Tian Shaozhen; Wang Yonglei; Luo Wei; Hu Baohua; Meng Fanmin; (17 pag.)CN106565507; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 5467-58-3,Some common heterocyclic compound, 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, molecular formula is C11H9BrO, 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.

4-a. Synthesis of 1-methoxy-4-{4-(naphthalen-2-yl)phenyl}naphthalene 1-Methoxy-4-{4-(naphthalen-2-yl)phenyl} was synthesized as follows. 1-Bromo-4-methoxynaphthalene (25 g, 0.105 mol), 4-(naphthalen-2-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. The resulting solid was dissolved in hot toluene (400 mL) and filtered. The filtrate was recrystallized in methanol (800 mL). The resultant solid was filtered and washed with hexane (300 mL) to obtain a product (26 g, 0.072 mol, 68.4%).

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

Reference:
Patent; SFC CO., LTD.; US2011/108827; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 5467-58-3, A common heterocyclic compound, 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, molecular formula is C11H9BrO, 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.

Under nitrogen conditions,To the magnetic stirrer,thermometer,6.6 g (27.9 mmol) was added to a 250 mL three-necked flask of a condenser.1-bromo-4-methoxynaphthalene,12.0 g (36.3 mmol) of 4-nitrophenyl-2-amino-9,9-dimethylhydrazine,10.6g (167.4mmol) of copper powder,23.1 g (167.4 mmol) of potassium carbonate,7.4 g (27.9 mmol) of 18-crown-6,Then add 57.2 ml of o-dichlorobenzene,Reacting at 170 C for 20 h;The mixture was filtered while hot, and o-dichlorobenzene was distilled off under reduced pressure. The crude product was recrystallized from ethanol and N,N-dimethylacetamide (V:V = 1:2.7) to give 4-nitrophenyl-4. ‘-Methoxynaphthyl-2-amino-9,9-dimethylhydrazine 10.2 g, yield 75%;

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

Reference:
Patent; Jilin University; Chen Chunhai; Su Kaixin; Wang Daming; Sun Ningwei; Zhou Hongwei; Zhao Xiaogang; (24 pag.)CN108929297; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-4-methoxynaphthalene

An excess of 1.6 M n-BuLi in hexane(162 ml, 258 mmol) was added to a solution of 1-bromo-4-methoxynaphthalene(50.9 g, 215 mmol) in 800 ml dry tetrahydrofuran at -78 C. under N2. The reaction mixture was then maintained at 0 C. for 1 h before cooling to -78 C. Trimethylborate(35 g, 335 mmol) was added dropwise; the solution was then warmed slowly to room temperature and stirred for 24 h. 2N HCl (250 ml)was added and then the mixture was stirred for a further 1 h. The reaction mixture was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was evaporated in vacuo, and the residue was crystallized(n-hexane) to give the 4-methoxynaphthalen-1-ylboronic acid (31.8 g, 157 mmol, 61%) as a white solids.

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 of 5467-58-3, These common heterocyclic compound, 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, 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.

Under a nitrogen atmosphere,Add 1-bromo-4-methoxynaphthalene (42.4 mg, 0.18 mmol) to a 25 mL sealed tube.Dichloroethane 2.0 mL, N-trifluoromethoxy-2,6-dichloropyridine hexafluoroantimonate (101 mg, 0.22 mmol) was added at 80 C for 36 hours. After adding 1.0 mL of a saturated aqueous solution of sodium hydrogencarbonate and 8.0 mL of distilled water, it was extracted with dichloromethane (15 mL ¡Á 3), washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. Filter and spin dry the solvent. Column chromatography gave 18.0 mg of 1-bromo-2-trifluoromethoxy-4-methoxynaphthalene in a yield of 31%. 10.8 mg of 1-bromo-3-trifluoromethoxy-4-Methoxynaphthalene, yield 19%. The total yield is 50%.

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

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Mei Benzhaoxiong; Zhou Min; Hu Jinbo; (18 pag.)CN105017143; (2018); B;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, 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 5467-58-3, Product Details of 5467-58-3

[00395] In a reaction tube under nitrogen, a mixture of PdCl2(dppf)CH2Cl2 (21 mg; 0.026 mmol) and triethylamine (0.34 ml; 2.44 mmol) in dioxane (2.5 ml; dried over 4 A sieves) was sealed and stirred at 80 C. overnight (18 h). After cooling to room temperature, HB(pin) (0.19 ml; 1.31 mmol) was added followed by 1-bromo-4-methoxynaphthalene (207 mg; 0.873 mmol) in dioxane (2.5 ml; dried over 4 A sieves) the reaction mixture was stirred at 80 C. GC analysis after 2 days showed the desired borate compound at 14.7 minutes.

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

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US6680401; (2004); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 5467-58-3, The chemical industry reduces the impact on the environment during synthesis 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, I believe this compound will play a more active role in future production and life.

(0357) General procedure B: a mixture of 1-bromo-4-methoxynaphthalene (166 mg, 0.70 mmol), 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (164 mg, 0.70 mmol), K2CO3 (290 mg, 2.10 mmol) and [Iota, – bis(diphenylphosphino)ferrocene]palladium(II) dichloride (29 mg, 0.04 mmol) in dioxane (10 mL) and H2O (2 mL) was heated at 100 C overnight in an atmosphere of nitrogen. The reaction was then quenched with water and extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered and concentrated. The residue was purified by flash column chromatography on silica gel (eluent: dichloromethane/methanol, 0-10%) to give the title compound as light yellow solid (143 mg, 77% yield). ESI-MS m/z: 263.1075 [M-H]”; Punty: 93.6%. (0358) 1H NMR (400 MHz, chloroform- ) delta 8.35- 8.28 (m, 1H), 7.91 – 7.84 (m, 1H), 7.52 – 7.40 (m, 2H), 7.30 (d, J = 7.9 Hz, 1H), 7.25- 7.21 (m, 1H), 7.18 (dd, J = 8.0, 2.2 Hz, 1H), 6.87 (t, J= 8.0 Hz, 2H), 4.04 (s, 3H), 2.33 (s, 3H). 13C NMR (101 MHz, CDC13) delta 154.82, 153.02, 133.56, 132.98, 132.84, 132.58, 129.03, 126.82, 126.50, 126.02, 125.81, 125.16, 123.58, 122.27, 114.83, 103.56, 55.71, 15.99.

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

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; YIN, Hang Hubert; ZHANG, Shuting; HU, Zhenyi; (114 pag.)WO2019/89648; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 5467-58-3,Some common heterocyclic compound, 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, molecular formula is C11H9BrO, 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.

Under a nitrogen atmosphere, into a 250 mL three-necked flask equipped with a magnetic stirrer, a thermometer, and a condenser, 6.6 g (27.9 mmol) of 1-bromo-4-methoxynaphthalene and 12.0 g (36.3 mmol) of 4- were added. Nitrophenyl-2-amino-9,9-dimethylhydrazine,10.6g (167.4mmol) of copper powder, 23.1g (167.4mmol) of potassium carbonate, 7.4g (27.9mmol) of 18-crown-6, then add 57.2ml of o-dichlorobenzene, react at 170 C for 20h; Filtration, distillation of o-dichlorobenzene under reduced pressure, and the obtained crude product was ethanolRecrystallization with N,N-dimethylacetamide (V:V = 1:2.7),4-nitrophenyl-4′-methoxynaphthyl-2-amino-9,9-dimethylfluorene 10.2 g, yield 75%

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

Reference:
Patent; Jilin University; Chen Chunhai; Su Kaixin; Wang Daming; Sun Ningwei; Zhou Hongwei; Zhao Xiaogang; (23 pag.)CN108912003; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem