sodium hydroxide in chloroform; acetone

sodium hydroxide; sodium nitrite in diethyl ether; sulfuric acid; water

sulfuric acid; sodium nitrite in water; acetic acid

boron tribromide in dichloromethane 1.) 0 deg C, 1 h, 2.) r.t., 1 h;

1: 82 percent / 50percent aq. NaOH / triethylbenzylammonium chloride / 1.) 0 deg C, 30 min, 2.) 20 deg C, 15 min, 3.) 40 deg C, 120 min 2: 91 percent / BBr3 / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) r.t., 1 h View Scheme