反应详情

To a flask was charged with 3-hydroxy-4-methylphenylacetonitrile (32a; 0.92 g; 6.2 mmol), Cu(OAc)2 (1.3 g; 6.9 mmol), 3-bromobenzeneboronic acid (1.1 g; 5.5 mmol) and powdered 4 Å molecular sieves, was added CH2Cl2 (62 mL) followed by pyridine (2.5 mL; 31 mmol). The reaction was stirred at rt for 3 days. The suspension was filtered through a bed of CELITE®/silica gel and the solid washed with CH2Cl2. The combined filtrates were washed sequentially with 2N HCl (2×25 mL), NaHCO3 (25 mL), water and brine. The extracts were dried (MgSO4), filtered and evaporated. The crude product 76 was sufficiently pure to use in the next step.

1. filtrationThe suspension was filtered through a bed of CELITE®/silica gel
2. washthe solid washed with CH2Cl2
3. washThe combined filtrates were washed sequentially with 2N HCl (2×25 mL), NaHCO3 (25 mL), water and brine
4. dry with materialThe extracts were dried (MgSO4)
5. filtrationfiltered
6. customevaporated