1: 62 percent / p-toluenesulfonic acid / CH2Cl2 / 5 h / 41 °C 2: 57 percent / hydrogen, 10percent Pd on charcoal / ethanol / 2 h / 2585.7 Torr 3: 1.) sodium bicarbonate, iodine 2.) hydrogen, 10percent Pd/C, sodium acetate / 1.) ethanol, 30 min, 20 deg C 2.) ethanol, 50 psi, 2 h 4: 60 percent / dimethylformamide / 1 h / 20 °C 5: 1.) HBr 2.) hydrogen, 10percent Pd on charcoal, (morpholinomethyl)polystyrene / 1.) methanol, 15 min, 20 deg C; glacial acetic acid, 90 min, 20 deg C 2.) chloroform, methanol, 1 h, 40 psi 6: saponification 7: 20 percent / 37 °C / pH=7.4 View Scheme