sodium hydroxide in dichloromethane 0.25 h;

1: 1.) conc. HCl, sodium nitrite; 2.) sodium acetate / 1.) water, 5 deg C; 2.) acetone, room temp., overnight 2: 82 percent / tin, conc. HCl / ethanol; H2O / 1 h / Heating 3: 20percent sodium hydroxide / CH2Cl2 / 0.25 h View Scheme

1: 1.) conc. HCl, sodium nitrite; 2.) sodium acetate / 1.) water, 5 deg C; 2.) acetone, room temp., overnight 2: 82 percent / tin, conc. HCl / ethanol; H2O / 1 h / Heating 3: 20percent sodium hydroxide / CH2Cl2 / 0.25 h View Scheme

1: 82 percent / tin, conc. HCl / ethanol; H2O / 1 h / Heating 2: 20percent sodium hydroxide / CH2Cl2 / 0.25 h View Scheme