Synthesis
Synthesis Example 8: Synthesis of Intermediates I-8
3-Bromo-1,1 '-biphenyl (20 g, 85.8 mmol) was dissolved in dimethylformamide (DMF) (1 L) under nitrogen protection, and bis(pinacolato)diboron (26 g, 103 mmol), [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (0.7 g, 0.85 mmol), and potassium acetate (58 g 595 mmol). The reaction mixture was heated to 150 °C and refluxed for 5 hours. After completion of the reaction, water was added to the reaction solution, the mixture was filtered and dried in a vacuum oven. The resulting residue was separated and purified by fast column chromatography to afford the target compound I-8 (20 g, 85% yield).
High resolution mass spectrometry (HRMS, 70 eV, EI+): the calculated m/z value for C18H21B2O was 280.1635 and the measured value was 280.
Elemental analysis results: C, 77%; H, 7%.