반응 #653277

반응 방정식

methyl 7-bromo-2,3-dihydro-1-benzoxepine-4-carboxylate

4-fluorophenyl borate

potassium carbonate

water

→

methyl 7-(4-fluorophenyl)-2,3-dihydro-1-benzoxepine-4-carboxylate

수율 59.0%

용매

ethyl acetate

toluene

ethanol

반응 조건

후처리

1. 1
   온도Under argon atmosphere, the mixture was refluxed for 21 hours
2. 2
   세척The mixture was washed with water (50 ml) and saturated brine (50 ml)
3. 3
   건조dried with anhydrous magnesium sulfate
4. 4
   기타Under reduced pressure, the solvent was removed
5. 5
   기타the residue was purified with silica gel column chromatography

실험 절차

To methyl 7-bromo-2,3-dihydro-1-benzoxepine-4-carboxylate (500 mg) were added 4-fluorophenyl borate (272 mg), potassium carbonate (537 mg), water (1.5 ml), ethanol (1.5 ml) and toluene (15 ml). Under argon atmosphere, the mixture was stirred at room temperature for 1 hour, and to the mixture was added tetrakistriphenylphosphine palladium (61 mg, 3 mol %). Under argon atmosphere, the mixture was refluxed for 21 hours, and to the mixture was added ethyl acetate (100 ml). The mixture was washed with water (50 ml) and saturated brine (50 ml), and dried with anhydrous magnesium sulfate. Under reduced pressure, the solvent was removed, and the residue was purified with silica gel column chromatography to give methyl 7-(4-fluorophenyl)-2,3-dihydro-1-benzoxepine-4-carboxylate (310 mg, 59%) as pale yellow crystals.

출처