反应详情

A solution of 1-(4-bromophenyl)-cyclopropanecarboxylic acid (Intermediate 114, 2.32 g, 9.62 mmols), diphenylphosphoryl azide (2.65 g, 9.62 mmols), triethylamine (973.0 mg, 9.62 mmols) in 40 mL tert-BuOH (distilled from Na°) was heated to reflux for 17 h. The solution was concentrated under reduced pressure and the residue dissolved in EtOAc and washed with 5% aqueous HCl, H2O, saturated aqueous NaHCO3, and saturated aqueous NaCl before being dried over MgSO4. Concentration of the dry solution under reduced pressure and column chromatography (5-10% EtOAc—hexanes) afforded 2.01 g (67%) of the title compound as a colorless solid.

1. temperatureto reflux for 17 h
2. concentrationThe solution was concentrated under reduced pressure
3. dissolutionthe residue dissolved in EtOAc
4. washwashed with 5% aqueous HCl, H2O, saturated aqueous NaHCO3, and saturated aqueous NaCl
5. dry with materialbefore being dried over MgSO4