反应详情

A mixture 3-bromobenzyl alcohol (500 mg, 2.70 mmol), 4-(triflouromethyl)benzeneboronic acid (1.01 g, 5.35 mmol), Pd(PPh3)4 (68 mg, 0.06 mmol) and Na2CO3 (740 mg, 7.02 mmol) in a mixture of DME (20 mL) and water (10 mL) was heated at reflux for 3 hours. The mixture was allowed to cool to rt, and then partitioned between EtOAc and water. The layers were separated and the aqueous re-extracted with EtOAc (2×) and the combined organic layer washed with water and then brine, dried (Na2SO4), filtered and reduced to give an oil. Purification by flash chromatography (silica) eluting with cyclohexane:EtOAc (5:2) afforded the title compound as a clear oil which crystallised on standing (654 mg).

1. temperaturewas heated
2. temperatureat reflux for 3 hours
3. custompartitioned between EtOAc and water
4. customThe layers were separated
5. extractionthe aqueous re-extracted with EtOAc (2×)
6. washthe combined organic layer washed with water
7. dry with materialbrine, dried (Na2SO4)
8. filtrationfiltered
9. customto give an oil
10. customPurification by flash chromatography (silica)
11. washeluting with cyclohexane:EtOAc (5:2)