反应详情

温度

65 °C

To a 40 mL vial equipped with a teflon screw cap and a magnetic stir bar was added 2-bromo-4-bromomethyl-1-methoxybenzene (649 mg, 2.32 mmol), [4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-urea (577 mg, 2.20 mmol) and potassium phosphate (933 mg, 4.40 mmol). To the vial was then added dimethoxyethane (15 mL), ethanol (3.7 mL) and water (3.7 mL). To this stirring solution was added tetrakis(triphenylphosphine) palladium (127 mg, 0.11 mmol) and the solution was degassed by bubbling N2 gas through the solution for 20 min. The vial was capped and placed in an oil bath with stirring at 65° C. for 12.5 h. The cooled reaction mixture was concentrated under a stream of N2 gas to a total volume of ˜5 mL and then diluted with ethyl acetate (20 mL) and water (10 mL). Upon shaking a white solid precipitates. The solid is filtered and dried to afford 272 mg (34%) of [4-(3-bromo-4-methoxy-benzyl)-phenyl]-urea (I-44) as a white solid.

1. customscrew cap
2. customthe solution was degassed
3. customby bubbling N2 gas through the solution for 20 min
4. customThe vial was capped
5. customplaced in an oil bath
6. customThe cooled reaction mixture
7. concentrationwas concentrated under a stream of N2 gas to a total volume of ˜5 mL
8. additiondiluted with ethyl acetate (20 mL) and water (10 mL)
9. stirringUpon shaking a white solid
10. customprecipitates
11. filtrationThe solid is filtered
12. customdried