Ethyl Acetate → 6-Bromo-3,4-dihydro-2H-isoquinolin-1-one

Participants

Reaction Steps

To a rapidly stirred solution of 5-bromo-1-indanone (Aldrich) (15.0 g, 71.1 mmol) in benzene (200 mL) and H2SO4 (38 mL) was added NaN3 portionwise over 20 minutes. The mixture was diluted EtOAc, washed with water then brine, dried and evaporated. Chromatography of the residue (silica gel; hexane/EtOAc 1:1) afforded the title compound as a solid.

Provenance & Evidence