palladium on activated charcoal T=270 - 320°C; 1 h;

1: CH3SO3H, NaN3 / CH2Cl2 / 18 h / 23 °C 2: 10percent Pd on carbon / 0.5 h / 270 - 320 °C View Scheme

1: 97 percent / P2S5 / tetrahydrofuran / 1 h / Heating 2: 1) CH3I, 2) NaBH4, TiCl4 / 1) THF, 23 deg C, 18 h, 2) dimethoxyethan, 23 deg C, 3 h 3: 94 percent / 10percent Pd on carbon / 1 h / 270 - 320 °C View Scheme

1: 1) CH3I, 2) NaBH4, TiCl4 / 1) THF, 23 deg C, 18 h, 2) dimethoxyethan, 23 deg C, 3 h 2: 94 percent / 10percent Pd on carbon / 1 h / 270 - 320 °C View Scheme