反应详情

To a solution of 3-(3-bromophenyl)-3-oxopropanenitrile (1.12 g; 5.00 mmol; Note 1) in EtOH (20 mL) was added a solution of hydroxylamine hydrochloride (1.74 g; 25 mmol) and NaOAc (2.46 g; 30 mmol) in water (20 mL). The mixture was heated under reflux for 1 h, cooled and concentrated in vacuo. The residue was slurried in 1N NaOH and extracted with Et2O (×1). The organic layer was washed (water, brine), dried over Na2SO4 and concentrated in vacuo affording the title compound as a pale yellow solid which was used without further purification. LC/MS (method B) 2.21 min, m/z 239, 241 (Br isotopes).

1. temperatureThe mixture was heated
2. temperatureunder reflux for 1 h
3. temperaturecooled
4. concentrationconcentrated in vacuo
5. extractionextracted with Et2O (×1)
6. washThe organic layer was washed (water, brine)
7. dry with materialdried over Na2SO4
8. concentrationconcentrated in vacuo