Category: 3401-47-6

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. 3401-47-6, name is 1-Bromo-2-methoxynaphthalene, A new synthetic method of this compound is introduced below., Product Details of 3401-47-6

(A) 2-Acetyl-5-bromo-6-methoxy-naphthalene (Compound V) A suspension of 43 g of anhydrous AlCl3 and 24.6 g (0.313 mole) of acetyl chloride in 200 ml of 1,2-dichloroethane at 10 C. was cooled to 0 C. and added dropwise under stirring with a solution of 59.25 g (0.250 mole) of 1-bromo-2-methoxy-naphthalene in 150 ml of 1,2-dichloroethane. The resulting solution was stirred for 15 minutes then poured into a cold solution of 300 ml of water and 100 ml of 2 N hydrochloric acid. The organic phase was separated, washed first with 100 ml of 1 N hydrochloric acid and then with 100 ml of water, dried under vacuum and the obtained residue was crystallized from 2-butanol. Yield 68.11 g (98%).

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; Alfa Chemicals Italiana S.p.A.; US4423244; (1983); 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. 3401-47-6, name is 1-Bromo-2-methoxynaphthalene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Bromo-2-methoxynaphthalene

1-Bromo-2-methoxynaphthalene (20.0 g, 84.4 mmol),Phenylboronic acid (11.3 g, 92.8 mmol),Palladium acetate (0.10 g, 0.46 mmol),Triphenylphosphine (0.85 g, 2.78 mmol)And potassium phosphate (40.9 g, 177.9 mmol) were placed in a flask,Add 60 ml of water and 120 ml of dimethoxyethane mixed solution and reflux for 6 hours. After cooling at room temperature,Ammonium chloride aqueous solution (150 mL)And 200 mL of diethyl ether were injected,The organic layer was separated and the residue was extracted with diethyl ether,After drying the collected organic layer with magnesium sulfate,After removal of volatiles,The residue was purified with hexane using a silica gel chromatography tube,13.0 g (yield: 66%) of 2-methoxy-1-phenylnaphthalene as a colorless liquid was obtained.

The synthetic route of 3401-47-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SK INNOVATION COMPANY LIMITED; OK, MYUNGAHN; SHIN, DONGCHEOL; JEONG, JISU; HAHN, JONGSOK; LEE, HOSEONG; SHIN, DAEHO; (23 pag.)JP5656843; (2015); B2;,
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Adding some certain compound to certain chemical reactions, such as: 3401-47-6, name is 1-Bromo-2-methoxynaphthalene, 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 3401-47-6. 3401-47-6

2-Methoxynaphthalene-1-thiol (compound 11r) was prepared as follows. (Preparation of (2-methoxynaphthalen-1-yl)magnesium bromide) A THF solution (8 mL) of 1-bromo-2-methoxynaphtalene (4 g, 16.87 mmol) was added, dropwise, to a THF slurry (17 mL) of magnesium turnings (533 g, 21.93 mmol) that had been previously activated through the addition of 1,2-dibromoethane (150 muL, 1.69 mmol). The flask was gently heated with a heat gun, while avoiding boiling. After 30 min, the flask was irradiated at rt in an ultrasonic cleaning bath for 2.5 h to afford a THF solution of the Grignard reagent. Elemental sulfur (0.757 g, 23.62 mmol) was added in one portion, under a N2 blanket, to the 0 C. solution of (2-methoxynaphtalen-1-yl)magnesium bromide (vide supra). After 30 min, lithium aluminum hydride powder (0.32 g, 8.44 mmol) was added in very small portions. After 30 min, the reaction was diluted with cold, aqueous, saturated NH4Cl (20 mL) and then aqueous citric acid 2M (5 mL). The mixture was extracted with dichloromethane (3¡Á30 mL) and, after the removal of volatiles, the resulting slightly yellow solid was partially dissolved with pentane. The pentane solution was cooled by immersion into a -78 C. cooling bath and after 5 min the temperature was raised to 0 C. After 15 min the solution was filtered to afford 3.01 g (94%) of compound 11r as a white crystalline solid: Mp 66-67 C. (lit. 65-68 C.). 1H NMR (400 MHz, Chloroform-d) delta 7.98 (dd, J=8.5, 0.9 Hz, 1H), 7.74 (d, J=8.2 Hz, 1H), 7.61 (d, J=9.0 Hz, 1H), 7.49 (ddd, J=8.4, 6.8, 1.3 Hz, 1H), 7.34 (ddd, J=8.0, 6.8, 1.1 Hz, 1H), 7.19 (d, J=8.9 Hz, 1H), 4.39 (s, 1H), 3.95 (s, 3H); 13C NMR (100 MHz, Chloroform-d) delta 151.51, 132.01, 129.28, 128.43, 126.64, 126.28, 124.04, 123.98, 114.72, 112.71, 56.82; IR (ATR) 3052, 2937, 2838, 2579, 1506, 1265, 1247, 1075, 797, 767, 741 cm-1; HRMS calculated for C22H18O2S2 (disulfide) 401.0640. found 401.0648 (M+Na)+

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 1-Bromo-2-methoxynaphthalene.

Reference:
Patent; DUQUESNE UNIVERSITY OF THE HOLY GHOST; FLEMING, FRASER FERGUSSON; Lujan-Montelongo, Jesus Armando; US2015/239833; (2015); A1;,
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3401-47-6,Some common heterocyclic compound, 3401-47-6, name is 1-Bromo-2-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.

237 g of 1-bromo-2-methoxynaphthalene (1 mol) and 200 ml of toluene were added to a 2000 ml reaction flask, and water was refluxed at 110 C. After the water was separated, 1000 ml of THF was added to the reaction flask under N 2 protection.Add 344g of triisopropyl borate (liquid, 1.8mol) dropwise (addition time is 30 minutes), cool down to -65 ~ -60 C, and add dropwise (addition time is 60 minutes)450 ml of n-butyllithium (1.125 mol), reacted at -65 to -60 C for 20 minutes; at this time, it was monitored by HPLC.1-Bromo-2-methoxynaphthalene is less than 5%, 2-methoxynaphthalene-1-boronic acid content is greater than 77%,250 ml of 5% hydrochloric acid solution was added to the reaction solution, the reaction was quenched, the layer was static, and the upper layer was an organic layer. The organic layer was washed once with water (500 ml of water), and the layer was statically layered, and the organic layer was taken at 55-65 C. At -0.05 Mpa, the solvent was decompressed under reduced pressure to 10% of the original volume (in a slurry state), and 400 ml of DCM was added thereto, stirred uniformly, and then vacuum filtered at -0.05 Mpa, and the filter cake was dried at a constant pressure of 50 C to a constant weight. White powder2-methoxynaphthalene-1-boronic acid 120 g (0.594 mol), content 99.2%; yield: 58.9%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3401-47-6, its application will become more common.

Reference:
Patent; Silver Pounuo New Materials Co., Ltd.; Li Xianyue; Song Wenzhi; Wu Qinglai; Guo Lei; Fu Chunrong; Yu Peng; (8 pag.)CN109305981; (2019); A;,
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The chemical industry reduces the impact on the environment during synthesis 3401-47-6, name is 1-Bromo-2-methoxynaphthalene, I believe this compound will play a more active role in future production and life. 3401-47-6

General procedure: Preparation of catalyst: 10mL flask was charged with a stirrer, Pd(OAc)2 (0.02mmol, 2mol%), ligand (Sym-Phos, PPh3, PhPCy2, S-Phos) (0.04mmol, 4mol%) and 1mL of THF. The flask was evacuated, backfilled with argon, and the reaction mixture was stirred for 10min at ambient temperature. Such prepared catalyst was used in the coupling reactions. Similarly were prepared catalysts based on PdCl2 complexes. Reaction setup. A round-bottom flask containing magnetic stir bar was charged with 15mL of 0.3% aqueous solution of SDS and base (3mmol). Then aryl halide (1mmol) dissolved in a minimum amount of THF, arylboronic acid or its derivative (1.5mmol) and the pre-catalyst (see above) were added. The flask was placed in to the oil bath (kept at 60C) and reaction mixture was stirred for next 16h. The product was filtered or extracted with methylene chloride or (3¡Á10mL), then combined organic layer was dried over MgSO4, filtered, solvent was evaporated and the product was isolated by column chromatography. Yields: 63-99%.

The chemical industry reduces the impact on the environment during synthesis 3401-47-6. I believe this compound will play a more active role in future production and life.

Reference:
Article; Demchuk, Oleg M.; Kap?on, Katarzyna; Mazur, Liliana; Strzelecka, Dorota; Pietrusiewicz, K. Micha?; Tetrahedron; vol. 72; 42; (2016); p. 6668 – 6677;,
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