3-Methylphenylboronic acid

Off-white Cryst

The reaction flask was charged with 0.10 mol (0.1 eq) m-bromotoluene, 1.1 mol (1.1 eq) magnesium turnings, a few grains of simple iodine, 800 ml THF, stirred, and warmed to reflux. When Grignard initiated, 0.90 mol (0.9 eq) of m-bromotoluene was continuously added dropwise under the reflux condition, and the reaction of refluxing and keeping warm was completed. The reaction time is reached and the temperature is reduced to -50.0°C. 2.2 mol (2.2 eq) of trimethyl borate was added dropwise, and the reaction was incubated until the reaction of the raw materials was complete, and the temperature was raised and water was added. Hydrochloric acid was added dropwise, the pH was adjusted to 1-2, the reaction was incubated, the reaction time was reached, rotary evaporation, suction drying, and beating and purification were performed to obtain 0.90 mol of 3-methylphenylboronic acid as a white solid, 0.03percent of water, and a purity of 98.86percent. The yield was 90.0percent.General procedure: To a solution in THF (4 mL) of DIPAB (863 mg, 7.5 mmol) and Mg (182 mg, 7.5 mmol) were added a PhMgBr 1M THF solution (375 μL, 375μmol) at room temperature. After 10 min, 30 mL of anhydrous THF were added followed by the arylbromide (5 mmol). The reaction mixture was cooled down to 0 °C and quenched slowly with 7 mL of MeOH. After 1h, volatile were removed under reduced pressure and the resulting solid was dissolved in 1N HCl/MeOH (7/3). After 1h at room temperature, 100 mL of AcOEt were added, the organic phase was washed with 1N HCl (30 mL) and brine (3×30 mL). Organic phases were concentrated under reduced pressure yielding a solid which was recrystallized from H

suzuki reaction

Molecular Weight:135.96
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:136.0695597
Monoisotopic Mass:136.0695597
Topological Polar Surface Area:40.5
Heavy Atom Count:10
Complexity:106
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes