Reaction #1480

Reaction equation

3,4-dihydro-4,4-dimethyl-7-nitro-naphthalen-1(2H)-one

Compound D8

3,4-dihydro-4,4-dimethyl-7-nitro-naphthalen-1(2H)-one

→

title compound

3,4-dihydro-4,4-dimethyl-7-amino-naphthalen-1(2H)-one

Solvents

EtOAc

Conditions

Workup

1. 1
   OtherThe catalyst was removed by filtration through a pad of Celite
2. 2
   Concentrationthe filtrate concentrated under reduced pressure

Procedure

A solution of 230.0 mg (1.05 mmol) 3,4-dihydro-4,4-dimethyl-7-nitro-naphthalen-1(2H)-one (Compound D8) in 5.0 mL of EtOAc was stirred at room temperature with a catalytic amount of 10% Pd-C under 1 atm of H2 for 24 h. The catalyst was removed by filtration through a pad of Celite, and the filtrate concentrated under reduced pressure to give the title compound as a dark green oil.

Source