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ChemicalBook CAS DataBase List 3,5-Difluoro-4-Methoxybenzeneboronic acid pinacol ester, 96%
890839-37-9

3,5-Difluoro-4-Methoxybenzeneboronic acid pinacol ester, 96% synthesis

4synthesis methods
-

Yield:890839-37-9 90%

Reaction Conditions:

with potassium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 in 1,4-dioxane;dichloromethane at 80; for 12.5 h;Inert atmosphere;

Steps:

112

Intermediate 112 2-(3,5-difluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxa borolane To a solution of intermediate 111 (2.0 g, 8.968 mmoles) in Dioxan (40 ml), bis(pinacaloto)diboron (2.73 g, 10.76 mmoles) and potassium acetate (2.64 g, 26.90 mmoles) were added and the system is degassed for 30 min Bis(diphenylphosphinoferrocene)dichloro palladium.CH2Cl2 (0.219 g, 0.269 mmoles) was added under nitrogen atmosphere and heated to 80° C. After 12 h, the reaction mixture filtered through celite and concentrated. The crude product was purified by column chromatography with ethyl acetate:petroleum ether to afford the title compound as yellow liquid (2.2 g, 90% yield).). 1H-NMR (δ ppm, DMSO-d6, 400 MHz): δ δ 7.318 (d, J=8.7 Hz, 2H), 4.02 (s, 3H), 1.32 (s, 12H).

References:

US2011/118257,2011,A1 Location in patent:Page/Page column 100