Extracurricular laboratory: Synthetic route of 1,3-dibromo-2-methoxybenzene

The synthetic route of 38603-09-7 has been constantly updated, and we look forward to future research findings.

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. 38603-09-7, name is 1,3-dibromo-2-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 1,3-dibromo-2-methoxybenzene

To a THF solution of 2,6-dibromoanisole (10 g, 37.6 mmol) was added Mg (0.90 g, 37.6 mmol), and the mixture was heated and stirred at 40C. Under ice-cooling, n-heptanal (47.2 g, 41.3 mmol) was added dropwise. Aqueous hydrochloric acid solution was added to the reaction mixture, this was extracted with ethyl acetate, and the solvent was distilled off to obtain 8.95 g of a compound (1). NMR (CDCl3) delta ppm: 7.45 – 7.48 (m, 1H), 7.35 – 7.38 (m ,1H), 7.01 (t, 1H, 8.1 Hz), 4.96 – 5.00 (m, 1H), 3.88 (s, 3H), 1.70 – 1.80 (m, 2H), 1.25 – 1.63 (m ,8H), 0.85 – 0.90 (m, 3H)

The synthetic route of 38603-09-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi&Co., Ltd.; EP2184279; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Brief introduction of 38603-09-7

The synthetic route of 38603-09-7 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 38603-09-7, A common heterocyclic compound, 38603-09-7, name is 1,3-dibromo-2-methoxybenzene, molecular formula is C7H6Br2O, 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.

Example 21 Preparation of (3-Bromo-2-methoxyphenyl)-(2-methoxyphenyl)methanol 2,6-Dibromoanisole (138.0 g, 0.51 mol) was dissolved in 750 ml of tetrahydrofuran and the solution cooled to -63 C. Butyl lithium (319 ml of 1.6 M, 0.51 mol) was added slowly with stirring and the mixture stirred at -60 C. for 4.5 hours and then 69.4 g (0.51 mol) of o-anisaldehyde in 250 ml of tetrahydrofuran was added slowly with stirring and the mixture allowed to stir cold for 1 hour. The mixture was allowed to warm to ambient temperature and was then poured into a mixture of ice and saturated aqueous ammonium chloride. The resulting mixture was extracted with ether and the ether extract dried over magnesium sulfate and then concentrated by evaporation under reduced pressure to obtain the title compound. This was purified by preparative liquid chromatography eluding with a 5:95 mixture of ethyl acetate and hexane to obtain 44.6 g (24 percent of theory) of material having a proton nmr spectrum consistent with the assigned structure.

The synthetic route of 38603-09-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; US4979978; (1990); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The origin of a common compound about 38603-09-7

Statistics shows that 1,3-dibromo-2-methoxybenzene is playing an increasingly important role. we look forward to future research findings about 38603-09-7.

Electric Literature of 38603-09-7, These common heterocyclic compound, 38603-09-7, name is 1,3-dibromo-2-methoxybenzene, 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.

2-(3,5-Dibromo-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (B) A mixture of 1,3-dibromo-2-methoxybenzene (0.6586 g, 2.48 mmol), bis(pinacolato)diboron (0.4402, 1.73 mmol) and 4,4′-di-tert-butyl-2,2′-dipyridyl (1.3 mg, 0.0048 mmol) in degassed anhydrous THF (2.5 mL) in a reaction tube was purged by bubbling nitrogen through for 5 min. Di-mu-methoxybis(1,5-cyclooctadiene)diiridium(I) (1.6 mg, 0.0024 mmol) was added and the mixture was purged with nitrogen for a few more minutes. The tube was then capped and heated at 80 C. for 19 h. More di-mu-methoxybis(1,5-cyclooctadiene)diiridium(I) (3.4 mg, 0.0051 mmol) and 4,4′-di-tert-butyl-2,2′-dipyridyl (2.9 mg, 0.0108 mmol) was added and the mixture was purged with nitrogen again. The tube was then capped and heated at 80 C. for a further 18 h. The solvent was evaporated and the residue was purified by flash chromatography (silica gel, 5% EtOAc/pet. ether) to afford 0.8575 g (88%) of the title compound as a white solid. 1H NMR delta (ppm)(CDCl3): 1.33 (12H, s), 3.90 (3H, s), 7.92 (2H, s).

Statistics shows that 1,3-dibromo-2-methoxybenzene is playing an increasingly important role. we look forward to future research findings about 38603-09-7.

Reference:
Patent; Institute for OneWorld Health; US2009/270398; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem