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ChemicalBook CAS DataBase List 2-Fluoro-5-formylphenylboronic acid pinacol ester
1112208-82-8

2-Fluoro-5-formylphenylboronic acid pinacol ester synthesis

3synthesis methods
-

Yield:1112208-82-8 90.2%

Reaction Conditions:

with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;potassium acetate in toluene at 80;Inert atmosphere;

Steps:

10 Synthesis of compound 10-c

To a solution of 3-bromo-4-fluorobenzaldehyde (1.0 g, 4.93 mmol) and bis(pinacolato)diboron (1.5 g, 5.91 mmol) in toluene (30 mL) were added [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium (426 mg, 0.493 mmol) and potassium acetate (1.452 g, 14.79 mmol), and the reaction mixture was stirred overnight at 80 °C under nitrogen protection. The reaction was concentrated under reduced pressure, and the residue was purified through silica gel column chromatography (petroleum ether : ethyl acetate = 50 : 1 to 10 : 1) to obtain 10-c (1.1 g, yield: 90.2%). 1H NMR (500 MHz, CDCl3): δ 10.00 (s, 1H), 8.32-8.31 (m, 1H), 8.04-8.01 (m, 1H), 7.22-7.19 (t, J = 9.0 Hz, 1H), 1.40 (s, 12H).

References:

EP3875458,2021,A1 Location in patent:Paragraph 0198-0200