Raney Co; ammonia; hydrogen in methanol T=100°C; P=60004.8 Torr; Product distribution; Further Variations:Reagents;

diisobutylaluminium hydride in toluene T=0°C; 0.5 h;

anhydrous iron chloride; tri-isobutyl aluminium T=10 - 25°C; regioselective reaction;

1: With anhydrous iron chloride; tri-isobutyl aluminium T=10 - 25°C; 17 h; 2: With sodium hydroxide; water T=-10 - 20°C;

暂无反应条件数据

1.1: 86 percent / conc. H2SO4 / nitromethane / 0.5 h / 0 °C 2.1: 95 percent / m-chloroperbenzoic acid / ethyl acetate / 0 - 20 °C 3.1: 96.5 percent / LDA / tetrahydrofuran / -40 - 20 °C 4.1: 66 percent / pyridinium chlorochromate / CH2Cl2 / 0 - 20 °C 5.1: p-toluenesulfonic acid; trimethyl orthoformate 5.2: 89 percent / HCl / acetone 6.1: 72 percent / DIBAL-H / petroleum ether / 1 h / -60 - 20 °C 7.1: nBuLi / tetrahydrofuran / -20 °C 7.2: 79 percent / tetrahydrofuran / 1 h / 0 - 20 °C 8.1: 52 percent / DIBAL-H / petroleum ether / -80 - -20 °C 9.1: 97 percent / HCl / acetone; H2O 10.1: LDA / tetrahydrofuran / 0.17 h / -20 °C 10.2: 69 percent / (+)-(8,8-dichlorocamphorsulfonyl)oxaziridine / tetrahydrofuran / 1.25 h / -20 - 20 °C 11.1: HBr / CH2Cl2 / 0 °C 12.1: 1,2-epoxybutane / ethyl acetate / 24 h / 20 °C 13.1: 55 percent / various solvent(s) / 20 h / 63 °C View Scheme

Raney Co; ammonia; hydrogen in methanol T=100°C; P=60004.8 Torr; Product distribution; Further Variations:Reagents;

lithium aluminium tetrahydride; diethyl ether

sulfuric acid in nitromethane T=0°C; Cyclization; 0.5 h; Title compound not separated from byproducts.;

phosphoric acid in toluene T=110°C; 8 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;