Acetic acid--water (1/1) → Isopropanol hydrochloride

Participants

Reaction Steps

To 2-((3-chlorophenyl)methyl)amino-6-nitroindane hydrochloride (2.1 g, 6.13 mmol) in 85% AcOH/H2O (40 ml) was added zinc metal (1.6 g, 24.3 mmol). The mixture was stirred for 5 min, filtered through celite, and evaporated to an oil. The oil was dumped into basic water and extracted with chloroform (3×20 ml). The combined extracts were washed with water, dried over MgSO4, filtered and concentrated to an oil. Treatment with IPA/HCl yielded 2-((3-chlorophenyl)methyl)amino-6-aminoindane: (1.5 g, 70%); m.p.>270° C.

Provenance & Evidence