Water → HCID 18472577, compound

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.

1. temperatureUnder argon atmosphere, the mixture was refluxed for 21 hours
2. washThe mixture was washed with water (50 ml) and saturated brine (50 ml)
3. dry with materialdried with anhydrous magnesium sulfate
4. customUnder reduced pressure, the solvent was removed
5. customthe residue was purified with silica gel column chromatography

ORD record

ord-fd75986b7a144307b439c281fa0e7389

Source dataset

uspto-grants-2001_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06172061B2