lithium aluminium tetrahydride in diethyl ether; benzene 3 h; Heating;

lithium aluminium tetrahydride; diethyl ether

lithium aluminium tetrahydride in tetrahydrofuran 30 h; Heatingalso in DME, not in ether; isotope experiments; Product distributionMechanism;

lithium aluminium tetrahydride; zinc(II) chloride in tetrahydrofuran T=0 - 20°C; Product distribution; Further Variations:ReagentsTemperatures;

sodium hydride

tetraphosphorus decasulfide in carbon disulfide 7.5 h; Heating; Yield given. Yields of byproduct given;

1: benzene; pyridine; PBr3 2: benzene; phenyl lithium View Scheme

1: 79 percent / 1.) 80percent sodium hydride in oil / tetrahydrofuran / 1.5 h 2: 39 percent / dicyclohexylcarbodiimide, 4-dimethylaminopyridine / ethyl acetate / 20 h / Ambient temperature 3: 53 percent / 740 °C / 0.02 Torr 4: 47 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / Ambient temperature 5: manganese dioxide / CHCl3 / 20 h 6: 95 percent / 4A molecular sieve / CH2Cl2 / 0 °C 7: 37 percent / 0.08 h / 780 °C / 1 Torr View Scheme

methanol; palladium on activated charcoal Hydrogenation;

lithium aluminium tetrahydride in tetrahydrofuran 144 h; Heating;