N-3-(4-pentylphenyl)propylphthalimide → 3-(4-Pentylphenyl)propylamine

Participants

Reaction Steps

A solution of N-3-(4-pentylphenyl)propylphthalimide (41.1 g, 123 mmol) and hydrazinemonohydrate (9.0 ml, 185 mmol) in ethanol (300 ml) was refluxed for 3 hours. The reaction mixture was dissolved in 5N aqueous sodium hydroxide and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over magnesium sulfate anhydride, and the organic layer was concentrated to give the object compound as an oily substance. 13.5 g, (yield 53%)

Provenance & Evidence