New downstream synthetic route of 4-Bromo-2-(difluoromethoxy)-1-fluorobenzene

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, 4-Bromo-2-(difluoromethoxy)-1-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 954235-78-0, name is 4-Bromo-2-(difluoromethoxy)-1-fluorobenzene, 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 954235-78-0, Recommanded Product: 954235-78-0

A 40-mL vial containing 4-bromo-2-(difluoromethoxy)-1-fluorobenzene (1.00 g, 4.15 mmol) (purchased from Combi-Blocks, Inc.), 1,1′-bis(diphenylphosphino)ferrocene palladium(II)dichloride dichloromethane adduct (0.169 g, 0.207 mmol), bis(pinacolato)diboron (1.159 g, 4.56 mmol), and potassium acetate (1.222 g, 12.45 mmol) was flushed with N2 and subsequently charged with dioxane (4 mL). The slurry was stirred at 90 C. for 3.5 h. After cooling to rt, the reaction was quenched with H2O and extracted thrice with EtOAc. The organic extracts were combined, washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo to a black oil. Column chromatography (25 g Snap Ultra column, 0% to 100% EtOAc/hept) afforded 2-(3-(difluoromethoxy)-4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (178 mg, 0.618 mmol, 14.89% yield) as a brown-black oil. m/z (ESI) 289.2 (M+H)+.

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, 4-Bromo-2-(difluoromethoxy)-1-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 954235-78-0

The synthetic route of 954235-78-0 has been constantly updated, and we look forward to future research findings.

Related Products of 954235-78-0, A common heterocyclic compound, 954235-78-0, name is 4-Bromo-2-(difluoromethoxy)-1-fluorobenzene, molecular formula is C7H4BrF3O, 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.

5-bromo-2-fluoro-1-difluoromethoxybenzene (1.0 g, 4.1 mmol),bis(pinacolato)diboron (1.3 g, 5.0 mmol), 1,1-bis(diphenylphosphino)ferrocene-palladium(II) dichloride dichloromethane complex (0.3 g, 0.4 mmol), KOAc (0.8 g, 8.3 mmol), and anhydrous 1,4-dioxane (8.3 mL) are added to a pressure vessel. Argon is bubbled through the solution for several minutes. The vessel is sealed and is heated at 85 C overnight. After cooling to RT, the reaction mixture is diluted with EtOAc and filtered through diatomaceous earth. The filtrate is concentrated to crude blackish oil under reduced pressure and is dissolved in acetone (14 mL). The resulting suspension is cooled to 0 C and a solution of potassium peroxymonosulfate (3.1 g, 5.0 mmol) in water (13.8 mL) is added over 10 min. After stirring for 2 h while maintaining the temperature at 0C, the reaction mixture is diluted with water (40 mL), and the mixture is extracted with EtOAc (3 x 40 mL). The resulting layers are separated, and the combined organic layers are washed with saturated aqueous NaCl, dried over Na2S04, filtered and concentrated under reduced pressure. The resulting residue is purified by silica gel flash column chromatography, using a gradient of 10-50% EtOAc in hexanes, to yield the title compound (0.77 g, quantitative yield) as a yellow oil. ES/MS m/z 176.8 [M-H].

The synthetic route of 954235-78-0 has been constantly updated, and we look forward to future research findings.