potassium hydrogencarbonate in dimethyl sulfoxide T=90°C; 18 h; Inert atmosphereGreen chemistry; Overall yield = 68 percent; Overall yield = 72 mg;

hydrogenchloride in ethyl acetate T=0°C; 2 h;

diisobutylaluminium hydride in toluene T=-78°C; 2 h;

diisobutylaluminium hydride in hexane; dichloromethane T=-78°C; 0.1 h;

1: formamide; sodium methylate / 100 °C 2: hydrogenchloride / water / 0.25 h / 25 °C 3: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; benzotriazol-1-ol / water / 60 °C / |Microwave irradiation 4: hydrogenchloride / water / 0.25 h / 25 °C 5: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; benzotriazol-1-ol / water / 60 °C / |Microwave irradiation 6: hydrogenchloride / water / 0.25 h / 25 °C 7: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; benzotriazol-1-ol / water / 60 °C / |Microwave irradiation 8: hydrogenchloride / water / 0.25 h / 25 °C 9: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; benzotriazol-1-ol / water / 60 °C / |Microwave irradiation 10: palladium 10 on activated carbon; ammonium formate / methanol / |Reflux View Scheme

1: LDA / tetrahydrofuran / 0.5 h / -78 °C 2: 7.8 g / NaBH4 / toluene; ethanol / 8 h / -78 - 0 °C 3: 89 percent / KOH / ethanol / 2 h / 20 °C View Scheme

diisobutylaluminium hydride 1.) toluene, -78 deg C, 1 h; 2.) THF, toluene, 50 deg C, 20 h; Yield given. Multistep reaction;

trimethylaluminum in 1,2-dichloro-ethane T=80°C;

1: 5 rhodium-on-charcoal; hydrogen / methanol; water / 16 h / 60 °C / 2828.7 - 3087.28 Torr 2: sodium tetrahydroborate View Scheme

potassium tert-butylate; hydrogen; [tris(.mu.-chloro)bis((triphos)ruthenium(II))] chloride in methanol T=100°C; P=30003 Torr; 16 h; Inert atmosphereAutoclave;