sodium sulfate; silver(l) oxide in diethyl ether 0.333333 h;

1: 1.) NaOH, CuSO4, 2.) HCl / H2O / 1.) reflux, 6 h 2: 96 percent / chloranil / diethyl ether 3: 83 percent / HCl / benzene; propan-2-ol / 0.08 h 4: 80 percent / Ag2O, Na2SO4 / diethyl ether / 0.33 h View Scheme

1: 96 percent / chloranil / diethyl ether 2: 83 percent / HCl / benzene; propan-2-ol / 0.08 h 3: 80 percent / Ag2O, Na2SO4 / diethyl ether / 0.33 h View Scheme

1: 83 percent / HCl / benzene; propan-2-ol / 0.08 h 2: 80 percent / Ag2O, Na2SO4 / diethyl ether / 0.33 h View Scheme

1: 87 percent / NBS / dimethylformamide / 24 h 2: 1.) NaOH, CuSO4, 2.) HCl / H2O / 1.) reflux, 6 h 3: 96 percent / chloranil / diethyl ether 4: 83 percent / HCl / benzene; propan-2-ol / 0.08 h 5: 80 percent / Ag2O, Na2SO4 / diethyl ether / 0.33 h View Scheme