Category: 202865-59-6

These common heterocyclic compound, 202865-59-6, name is 2-Bromo-4,6-difluoroanisole, 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. Safety of 2-Bromo-4,6-difluoroanisole

Palladium (II) acetate (0.040 g, 0.18 mmol) and xantphos (0.104 g, 0.179 mmol) were stirred in toluene (1 mL) at room temperature for 2 min. 1- Bromo-3,5-difluoro-2-methoxybenzene (4.00 g, 17.9 mmol), (diphenylmethylene)hydrazine (3.52 g, 17.9 mmol) and sodium tert-butoxide (2.41 g, 25.1 mmol) were added followed by the addition of toluene (4 mL). The mixture was degassed twice and was stirred for 6 h at 100 C under argon. After cooling, EtOAc and H20 were added. The organic layer was separated. The aqueous phase was extracted one more time with EtOAc. The combined EtOAc layers were washed with I0, then brine, dried over MgSO^ filtered, and concentrated. The crude was dissolved in a small amount of CH2CI2 and added to a silica gel column and was eluted with hexanes/EtOAc to give Intermediate 12A (6.0 g, 15 mmol, 84% yield). lH NMR (400 MHz, CDC13) delta ppm 3.63 (br. s, 3 H), 6.14 – 6.38 (m, 1 H), 7.08 – 7.20 (m, 5 H), 7.45 – 7.68 (m, 5 H), 7.97 (s, 1 H). 9F NMR (376.5 MHz, Acetone-d6) delta ppm -115.46, -129.88.

The synthetic route of 2-Bromo-4,6-difluoroanisole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; THIBEAULT, Carl; CLARK, Charles, G.; DELUCCA, Indawati; HU, Carol, Hui; JEON, Yoon; LAM, Patrick, Y., S.; QIAO, Jennifer, X.; YANG, Wu; WANG, Yufeng; WANG, Tammy, C.; WO2014/22349; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 202865-59-6, name is 2-Bromo-4,6-difluoroanisole, 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 202865-59-6, Application In Synthesis of 2-Bromo-4,6-difluoroanisole

[00190] Intermediate 18A. l-(3,5-Difluoro-2-methoxyphenyl)-2- (diphenylmethylene)hydrazine: To a mixture of palladium (II) acetate (0.040 g, 0.18 mmol) and xantphos (0.104 g, 0.179 mmol) in toluene (1 mL), l-bromo-3,5-difluoro-2- methoxybenzene (4.0 g, 18 mmol), (diphenylmethylene)hydrazine (3.52 g, 17.9 mmol) and sodium tert-butoxide (2.41 g, 25.1 mmol) were added followed by the addition of toluene (4 mL). The mixture was degassed twice and stirred for 6 h at 100 C under argon. After cooling to room temperature, EtO Ac and water were added. The organic layer was separated. The aqueous layer was extracted one more time with EtOAc. The combined organics were washed with water and brine, dried over MgSC^, filtered, and concentrated. The crude was purified by flash chromatography, eluting with EtOAc/hexanes to give Intermediate 18A (6.0 g, 84% yield). LCMS (ESI) m/z 339.4 (M+H)+, RT = 2.33 min (Method D). NMR (400 MHz, CDC13) delta ppm 3.63 (br. s, 3 H), 6.14 – 6.38 (m, 1 H), 7.08 – 7.20 (m, 5 H), 7.45 – 7.68 (m, 5 H), 7.97 (s, 1 H). 19F NMR (376.5 MHz, acetone-d6) delta ppm -115.46, -129.88.

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, 2-Bromo-4,6-difluoroanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; L’HEUREUX, Alexandre; HIEBERT, Sheldon; HU, Carol; LAM, Patrick Y.S.; LLOYD, John; PI, Zulan; QIAO, Jennifer X.; THIBEAULT, Carl; TORA, George O.; YANG, Wu; WANG, Yufeng; WANG, Tammy C.; BOWSHER, Michael S.; RUEL, Rejean; WO2014/22343; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem