Ethanol, 2-(4-amino-3-nitrophenoxy)- → 2-(3,4-Diaminophenoxy)ethanol

Participants

Reaction Steps

A degassed solution of ammonium formate (1.4 g) in MeOH/water (10/1) was added to 2-(4-amino-3-nitrophenoxy)ethan-1-ol (234 mg), followed by Pd/C (10%). The flask was closed and the reaction mixture was stirred at RT for 20 h. The reaction mixture was filtered off and Pd/C was further washed with MeOH/water. The filtrate was lyophilized to afford 225 mg of black solid. 1H-NMR (DMSO): 8.19 (s, 1H); 6.41 (d, 1H, 8.3 Hz); 6.17 (d, 1H, 2.7 Hz); 5.98 (dd, 1H, 2.8 Hz and 8.3 Hz); 4.98 (br s, NH2); 3.77 (t, 2H, 5.2 Hz); 3.63 (t, 2H, 5 Hz).

Provenance & Evidence