lithium aluminium tetrahydride in diethyl ether 3 h; Heating;

dihydrogen peroxide in methanol; water T=64.84°C; 2 h; regioselective reaction;

1: 87 percent / 1.) nBuLi / tetrahydrofuran; hexane / 1.) N2 atm., -78 degC, 15 min; 2.) -78 degC, 1 h then r.t., 1 h 2: 81 percent / HgCl2, HgO / acetone; H2O / 2 h / Heating 3: 92 percent / LiAlH4 / diethyl ether / 3 h / Heating View Scheme

1: 81 percent / HgCl2, HgO / acetone; H2O / 2 h / Heating 2: 92 percent / LiAlH4 / diethyl ether / 3 h / Heating View Scheme

di-tert-butyl peroxide T=153 - 163°C;

bromine; oxygen; di-methyltin dichloride; potassium carbonate in water T=20°C; 2 h; DarknessGreen chemistry;