lithium aluminium tetrahydride in diethyl ether 1 h; Heating;

1: 0.3 g / toluene-p-sulphonic acid / benzene / 1.5 h / Heating 2: 150 mg / CrO3-pyridine / 18 h 3: 50 mg / hydrazine hydrate, KOH / ethane-1,2-diol / 1.) reflux, 3 h, 2.) distilling to 200 deg C, 3.) reflux, 3 h 4: 30 mg / toluene-p-sulphonic acid / acetone / 12 h / Heating View Scheme

1: PCC / CH2Cl2 2: 18 percent / hydroxy(tosyloxy)iodobenzene / 9 h / Heating View Scheme

(hydroxy(tosyloxy)iodo)benzene 9 h; Heating;

9 h; Heating;

1: CrO3-pyridine / 18 h 2: 24 mg / N2H4*H2O, KOH / ethane-1,2-diol / Heating View Scheme