7-Nitro-1-tetralone → 7-Amino-1,2,3,4-tetrahydronaphthalen-1-one

Participants

Reaction Steps

A suspension of 7-nitro-1-tetralone (2.00 g, 10.5 mmol) in MeOH (20 mL) was treated with 10% Pd-C (100 mg) and hydrogenated at 1 atm for 5 h. Filtration through Celite gave a brown solid (1.38 g). It was suspended in CHCl3 and flash chromatographed over silica gel (69 g) eluting with EtOAc/hexane (1:2) to afford a tan solid (0.62 g, 37% yield): mp 137-138° C.

Provenance & Evidence