1: 80 percent / H2 / 5percent Pd/C / methanol / 24 h / 3750.3 Torr / Ambient temperature 2: 94 percent / tetrahydrofuran / 48 h / 50 °C 4: 94 percent / DMAP, DCC / CH2Cl2 / 12 h / -20 - 20 °C 5: 49 percent / BBr3 / CH2Cl2 / 1.5 h / -78 °C 6: 92 percent / Pd(PPh3)4, morpholine / tetrahydrofuran / Ambient temperature View Scheme

1: acetic anhydride / 6 h / 20 °C 2: 10 Pd/C; hydrogen / methanol / 24 h / 20 °C / 760.05 Torr View Scheme