1.1: sodium carbonate / water; tetrahydrofuran / 20 °C 2.1: potassium tert-butylate / tetrahydrofuran / -50 - 0 °C 2.2: -50 - 0 °C 3.1: lithium borohydride / tetrahydrofuran / 20 - 30 °C 4.1: ethanol; ammonium cerium (IV) nitrate / 30 - 70 °C 4.2: 20 - 70 °C 5.1: triethylamine / 1-methyl-pyrrolidin-2-one / 30 - 90 °C / Inert atmosphere 6.1: sodium nitrite; acetic acid / toluene; water / 25 - 30 °C 7.1: potassium carbonate / toluene; water / 25 - 30 °C 8.1: hydrogenchloride; water / toluene; methanol / 0 - 20 °C View Scheme