Hydrogenation;

sodium tetrahydroborate; sodium hydride; acetic acid 1. ether, a) reflux b) cooling (ice-water) c) reflux, 10 min; Yield given. Multistep reaction;

1: 1. NaH 2. NaBH4, glacial HOAc / 1. ether, a) reflux b) cooling (ice-water) c) reflux, 10 min 2: 91 percent / tetrahydrofuran / 3 h / 0 °C View Scheme

1: 1. NaH 2. NaBH4, glacial HOAc / 1. ether, a) reflux b) cooling (ice-water) c) reflux, 10 min 2: 91 percent / tetrahydrofuran / 3 h / 0 °C 3: 1. Na2CO3 2. HCl / 1. dioxane, 0 deg C (ice-water bath) View Scheme

1: Ph2CO / benzene / Irradiation 2: 180 °C View Scheme

benzophenone in benzene Irradiation;

1: With [2,2']bipyridinyl; manganese; NiBr2bipy; tetraethylammonium iodide in 1,3-dimethyl-imidazolidin-2-one T=20°C; P=760.051 Torr; 20 h; 2: With hydrogenchloride; water in diethyl ether T=20°C; 0.166667 h;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '2036449', constants.ctx, '0')">phosphorus pentachloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1900225', constants.ctx, '0')">cyclohexane</a> <br />&nbsp;Inert atmosphereReflux;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3902968', constants.ctx, '0')">chlorine</a> <br />&nbsp;1. 60 deg C, 1 h 2. DMF, reflux, 2 h;&nbsp;&nbsp;Yield given. Multistep reaction;&nbsp;<br /> &nbsp;

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