1.1: aq. ammonia; hydrogen / Raney nickel / methanol / 3 h / pH 9 2.1: aq. HCl; sodium nitrite / dioxane / 1.5 h / pH 3 / Heating 2.2: 618 mg / aq. NaHCO3 / dioxane 3.1: 74 percent / triphenylphosphine; N-bromosuccinimide / tetrahydrofuran / 0 - 20 °C 4.1: 83 percent / sodium sulfite; H2O / dioxane / 1 h / Heating 5.1: aq. sodium carbonate / acetonitrile / 16 h / 20 °C 6.1: CH2Cl2; H2O / 2 h / 20 °C 7.1: 100.0 mg / triethylamine / H2O; acetonitrile / 0.5 h / 20 °C / pH 8.5 - 9.0 View Scheme