1: ClSO3H / 6 h / 135 - 140 °C 2: aq. Na2SO3, aq. NaOH / 15 - 20 °C 3: aq. NaOH / methanol / 30 h / Heating 4: 88 percent / 4 h / 160 °C 5: 92 percent / H2 / 10percent Pd/C / methanol / 3 h / 45 °C / 760 Torr 6: 93 percent / HCl / 20 h / Heating View Scheme

1: aq. NaOH / methanol / 30 h / Heating 2: 88 percent / 4 h / 160 °C 3: 92 percent / H2 / 10percent Pd/C / methanol / 3 h / 45 °C / 760 Torr 4: 93 percent / HCl / 20 h / Heating View Scheme

1: 88 percent / 4 h / 160 °C 2: 92 percent / H2 / 10percent Pd/C / methanol / 3 h / 45 °C / 760 Torr 3: 93 percent / HCl / 20 h / Heating View Scheme

1: aq. Na2SO3, aq. NaOH / 15 - 20 °C 2: aq. NaOH / methanol / 30 h / Heating 3: 88 percent / 4 h / 160 °C 4: 92 percent / H2 / 10percent Pd/C / methanol / 3 h / 45 °C / 760 Torr 5: 93 percent / HCl / 20 h / Heating View Scheme

1: 92 percent / H2 / 10percent Pd/C / methanol / 3 h / 45 °C / 760 Torr 2: 93 percent / HCl / 20 h / Heating View Scheme

1: 1.) s-BuLi, TMEDA / 1.) THF, cyclohexane, -90 deg C, 1 h, 2.) THF, cyclohexane, -80 deg C, 10 min 2: ClSO3H / 6 h / 135 - 140 °C 3: aq. Na2SO3, aq. NaOH / 15 - 20 °C 4: aq. NaOH / methanol / 30 h / Heating 5: 88 percent / 4 h / 160 °C 6: 92 percent / H2 / 10percent Pd/C / methanol / 3 h / 45 °C / 760 Torr 7: 93 percent / HCl / 20 h / Heating View Scheme

hydrogenchloride 20 h; Heating;

4-methyl pyridine hydrochloride in 1,4-dioxane; dimethoxytetrahydrofuran Heating / reflux;