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ChemicalBook CAS DataBase List 4-Fluoro-2-Methoxybenzeneboronic acid pinacol ester, 96%

4-Fluoro-2-Methoxybenzeneboronic acid pinacol ester, 96% synthesis

2synthesis methods
-

Yield:624741-83-9 63%

Reaction Conditions:

with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;potassium acetate in 1,4-dioxane at 80; for 16 h;Inert atmosphere;

Steps:

27 Synthesis of Compound 27-a

1-Bromo-4-fluoro-3-methoxybenzene (773 mg, 3.77 mmol) and bis(pinacolato)diboron (1.24 mg, 4.90 mmol) were dissolved in dioxane (10 mL), and anhydrous potassium acetate (1.11 mg, 11.31 mmol) and [1,1'-bis (diphenylphosphino)ferrocene]dichloropalladium.dichloromethane (276 mg, 0.377 mmol) were added.
Under nitrogen gas atmosphere, the mixture was heated to 80° C. and stirred for 16 hours.
After cooling to room temperature, the mixture was filtered through celite, and the filtrate was concentrated under reduced pressure.
The residue was purified by silica gel TLC preparative plate (petroleum ether: ethyl acetate=1:1) to give compound 27-a (600 mg, yield 63%).
1H-NMR (400 MHz, CDCl3) δ: 7.65 (t, J=8.0 Hz, 1H), 6.55-6.66 (m, 2H), 3.82 (s, 3H), 1.34 (s, 12H) ppm

References:

US2018/208604,2018,A1 Location in patent:Paragraph 0359-0361