Category: 6627-78-7

Reference of 6627-78-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6627-78-7 name is 1-Bromo-4-methylnaphthalene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

2.21 g (10 mmol) of compound V-2And 3.76 g (20 mmol) of B(i-PrO)3 dissolved in 14 mL of dry toluene and 7 mL of THF.Stir and cool to -30 C under nitrogen.Then, 6.25 mL (10 mmol) of a 1.6 M n-BuLi n-hexane solution was slowly added dropwise with a syringe.After the dropwise addition was completed, the reaction mixture was stirred at this temperature for 3 hours.Then stir at room temperature for another 3 hours.TLC tracking revealed that the reaction was complete.1 mL of concentrated hydrochloric acid was slowly added to the reaction mixture, and the mixture was stirred at room temperature for 1 hour.Then, it was poured into 200 mL of ice water, stirred, extracted with 50 mL of ×3CH2Cl2, and the combined phases were combined, washed with 100 mL of 5% brine, and dried over anhydrous sodium sulfate.The desiccant was removed by suction filtration, and the filtrate was evaporated to dryness on a rotary evaporator.Compound VI-2 was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-methylnaphthalene, and friends who are interested can also refer to it.

Reference:
Patent; Foshan Sai Weisi Pharmaceutical Technology Co., Ltd.; Cai Ziyang; (9 pag.)CN108129453; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 6627-78-7,Some common heterocyclic compound, 6627-78-7, name is 1-Bromo-4-methylnaphthalene, molecular formula is C11H9Br, 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.

Freshly crystalized BS (13.84 g, 77.80 mmol, 1.2 eq) was added to the solution of 1- bromo-4-methylnaphthalene (15.0 g, 67.84 mmol, 1.0 eq) and AIBN (1.11 g, 6.78 mmol, 0.1 eq) in carbon tetrachloride (150 mL) and the mixture was stirred at 80 C for 16 h under nitrogen atmosphere. After complete consumption of starting material, water was added to the reaction mixture and extracted with DCM. The organic layer was washed with water followed by brine, dried over anhydrous sodium sulfate, filtered, and the solvent evaporated from the filtrated under reduced pressure to obtain l-bromo-4-(bromomethyl)naphthalene. LCMS: Purity 96.83%

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-methylnaphthalene, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; PANDEY, Anjali; BOWERS, Simeon; BARTA, Thomas E.; BOURNE, Jonathan William; (208 pag.)WO2017/147328; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 6627-78-7,Some common heterocyclic compound, 6627-78-7, name is 1-Bromo-4-methylnaphthalene, molecular formula is C11H9Br, 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: To a flame dried, 3 times evacuated and argon purged 25mL Schlenk flask was added 4.6mmol of aryl bromide (2-bromo-9,9-dimethylfluorene, 9-bromoanthracene, and 1-bromo-4-methylnaphthalene) and a magnetic stir bar. The flask was then cooled to -78 C (dry ice/acetone bath) for 10min under argon (room temperature for phenylacetylide). Then 10mL of dry argon purged diethyl ether was added to the reaction and allowed to cool for another 10min. This was followed by 2.2mL (5.5 mmol) of n-butyllithium solution in diethyl ether. The reaction was allowed to stir for 30min to complete the halide-exchange reaction, at which time the reactions turned a yellow color and salt precipitates formed. Then 1 g (3.8mmol) of spirosiloxane I dissolved in 5mL of cooled dry argon purged diethyl ether was added by syringe to the reaction mixture and allowed to stir for an additional 2 h. The reaction was run till the yellow color subsided and was then quenched with excess Me3SiCl and allowed to stir cold for >30min before warming up. The reaction was then worked up by a quick water wash (2 times) to remove salts and then dried over MgSO4. The reaction was then filtered through Celite to remove salts and solvent removed in vacuo. Yellow-orange viscous oils were obtained. Characterization is given in tabular form in the text.

The synthetic route of 6627-78-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Furgal, Joseph C.; Laine, Richard M.; Bulletin of the Chemical Society of Japan; vol. 89; 6; (2016); p. 705 – 725;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 6627-78-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6627-78-7 name is 1-Bromo-4-methylnaphthalene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

2.21 g (10 mmol) of compound V-2And 3.76 g (20 mmol) of B(i-PrO)3 dissolved in 14 mL of dry toluene and 7 mL of THF.Stir and cool to -30 C under nitrogen.Then, 6.25 mL (10 mmol) of a 1.6 M n-BuLi n-hexane solution was slowly added dropwise with a syringe.After the dropwise addition was completed, the reaction mixture was stirred at this temperature for 3 hours.Then stir at room temperature for another 3 hours.TLC tracking revealed that the reaction was complete.1 mL of concentrated hydrochloric acid was slowly added to the reaction mixture, and the mixture was stirred at room temperature for 1 hour.Then, it was poured into 200 mL of ice water, stirred, extracted with 50 mL of ×3CH2Cl2, and the combined phases were combined, washed with 100 mL of 5% brine, and dried over anhydrous sodium sulfate.The desiccant was removed by suction filtration, and the filtrate was evaporated to dryness on a rotary evaporator.Compound VI-2 was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-methylnaphthalene, and friends who are interested can also refer to it.

Reference:
Patent; Foshan Sai Weisi Pharmaceutical Technology Co., Ltd.; Cai Ziyang; (9 pag.)CN108129453; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 6627-78-7, A common heterocyclic compound, 6627-78-7, name is 1-Bromo-4-methylnaphthalene, molecular formula is C11H9Br, 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.

b. 5.0 g (0.0226 mole) of 1-bromo-4-methylnaphthalene, 3.2 g (0.0233 mole) of anthranilic acid, 3.0 g (0.0215 mole) of anhydrous potassium carbonate and 0.1 g of copper powder were heated in 35 ml of nitrobenzene at 190 to 195 C. for 1 hour while introducing nitrogen gas. The reaction product was cooled and the nitrobenzene as the solvent was completely removed by steam distillation. The residual aqueous solution was made slightly acidic with 2N hydrochloric acid. The precipitated crystal was washed with water and dried to obtain a crude crystal. Recrystallization from ethanol gave yellow needles crystal having a decomposition point of 215 to 217 C. As a result of the infrared absorption spectrum analysis and the mixed examination, it was found that this product was indentical with the compound obtained in the above method a).

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; Ikeda Mohando Co., Ltd.; US3989746; (1976); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 6627-78-7, name is 1-Bromo-4-methylnaphthalene, A new synthetic method of this compound is introduced below., SDS of cas: 6627-78-7

To a stirred N-methyl-2-pyrrolidone (NMP, 70 mL) solution of 1-bromo-4-methylnaphthalene (13.3 g, 60.3 mmol) was added CuCN(27.0 g, 301 mmol) at room temperature. The solution was suddenly heated by an oil bath preheated to 200 C, then the solution was stirred at 200 C for 60 min. CHCl3 (500 mL) was added. The solution was washed with 10% NH3 aqueous solution (60 mL¡Á3). The combined organic layers were concentrated in vacuo to remove NMP. The brown solid was subjected to silica gel column chromatography (eluent:AcOEt) to give 1-cyano-4-methylnaphthalene (7.33 g, 43.8 mmol, 73%yield). Colorless solid; 1H NMR (300 MHz, CDCl3)delta 2.76 (s, 3 H), 7.36(d, J =8.0 Hz, 1 H), 7.64-7.73 (m, 2 H), 7.81 (d, J=8.0 Hz, 1 H), 8.08(dd, J = 8.3, 1.7 Hz, 1 H), 8.24 (dd, J = 8.3, 1.7 Hz, 1 H) ppm.

The synthetic route of 6627-78-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maeda, Hajime; Enya, Kouhei; Negoro, Naoki; Mizuno, Kazuhiko; Journal of Photochemistry and Photobiology A: Chemistry; vol. 374; (2019); p. 173 – 184;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 6627-78-7,Some common heterocyclic compound, 6627-78-7, name is 1-Bromo-4-methylnaphthalene, molecular formula is C11H9Br, 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.

A mixture of 1-bromo-4-methylnaphthalene (1.0 g, 4.52 mmol, 1.0 eq), tert-butyl 4- (4,4,5, 5-tetramethyl-l,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-l(2H)-carboxylate (2.1 g, 6.78 mmol, 1.5 eq) and Na2C03 (1.43 g, 13.56 mmol, 3.0 eq) in a mixture of 1,2-DME (15 mL) and water (5 mL) was purged with nitrogen for 15 min. Pd(dppf)Cl2 DCM (0.36 g, 0.45 mmol, 0.1 eq) was added to the reaction mixture and was stirred under nitrogen atmosphere, at 80 C for 2 h. After complete consumption of starting material, the mixture was cooled to ambient temperature and partitioned between water and ethyl acetate. The organic extract was separated and the aqueous extract was again extracted with ethyl acetate. The combined organic extract was washed with brine, dried over anhydrous Na2S04, filtered and solvents evaporated from the filtrate under reduced pressure to obtain a crude product, which was purified by flash chromatography on silica gel, 230-400 mesh, using gradient of ethyl acetate in hexanes as eluent to obtain tert-butyl 4-(4-methylnaphthalen-l-yl)-3,6-dihydropyridine-l(2H)-carboxylate. LCMS: Purity 82.42%. MS calculated for [M]323.44 and found [M+H] +324.20

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-methylnaphthalene, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; PANDEY, Anjali; BOWERS, Simeon; BARTA, Thomas E.; BOURNE, Jonathan William; (208 pag.)WO2017/147328; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 6627-78-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6627-78-7 name is 1-Bromo-4-methylnaphthalene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A 5 L four-necked flask was charged with 461.8 g of 4-bromo-1-methylnaphthalene (I)7.2kg of carbon tetrachloride,375.6 g of N-bromosuccinimide,20.5 g BP0,The temperature was raised to 70 to 78 C (preferably 77 C) and the reaction was refluxed overnight.Point plate,The reaction is complete.Cooled to room temperature,Filter,40 C spin dry solvent.Add 1200 g of ethanol,Heating up to 70 C Paul lh,Cooling to room temperature,Filter,Filter cake washed with ethanol,After draining,Dried at 35 C to give 500 g of 4-bromo-1-bromomethylnaphthalene (II)The two-step yield was 79% (based on 1-methylnaphthalene).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-methylnaphthalene, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Ya Ben Chemical Co., Ltd.; Zhou, Yu; Xiao, Fangliang; Shi, Wei; Xu, Meng; (7 pag.)CN106366018; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 6627-78-7, 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. 6627-78-7, name is 1-Bromo-4-methylnaphthalene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a 100 ml three-necked flask, compound 4”’ (10 mmol, 2.48 g) and THF (50 ml) were added, and n-butyllithium (11 mmol, 1.6 M, 6.88 ml) was slowly added dropwise under nitrogen atmosphere at -78C. The reaction was carried out at -78C for 2 hours, and then 5 ml of a THF solution of triisopropyl borate (15 mmol, 3.03 g) was slowly added dropwise to the reaction system. After the addition was completed, the mixture was slowly warmed to room temperature and stirred overnight. After the disappearance of the TLC test material, the reaction was completed. reaction. The mixture was quenched with dilute hydrochloric acid (20%, 20 ml), stirred at room temperature for 3 hours, then extracted with ethyl acetate (50 ml*3), and the combined organic phases were washed with saturated brine (100 ml*3) and dried over anhydrous sodium sulfate. The organic phase was concentrated and purified by column chromatography to give compound 3”’ (7.8 mmol, 1.45 g, 78%).

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-methylnaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Ailikang Pharmaceutical Co., Ltd.; Chen Lei; Xing Xiaolan; Liu Yuxian; Lu Pingbo; (12 pag.)CN107814795; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 6627-78-7, name is 1-Bromo-4-methylnaphthalene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C11H9Br

General procedure: A mixture of 3a-3g (0.1 mol for 3a-3e and 3g; 0.4 molfor 3f) and CuCN (26.87 g, 0.3 mol for 3a-3e and 3g; 21.49g, 0.24 mol for 3f) in DMF (300 mL) were stirred at 130C in N2 atmosphere for 12 h, when TLC analysis indicated completion of reaction. On cooling to room temperature, the reaction mixture was diluted with CH2Cl2 (900 mL) and the resulting mixture was further stirred for 1 h and filtered off. The filtrate was washed with 5% brine (500 mL 5), dried (Na2SO4) and evaporated on a rotary evaporator to afford a black oil, which was purified by column chromatography to afford the pureproduct 4a-4g.

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 6627-78-7.

Reference:
Article; Zhang, Xiansheng; Wu, Jingwei; Liu, Wei; Liu, Yuqiang; Xie, Yafei; Shang, Qian; Zhou, Zhixing; Xu, Weiren; Tang, Lida; Wang, Jianwu; Zhao, Guilong; Medicinal Chemistry; vol. 13; 3; (2017); p. 260 – 281;,
Bromide – Wikipedia,
bromide – Wiktionary