1: 10percent methanolic HCl / 8 h / 23 °C 2: 1.) pyridine, 2.) diazabicyclo<4.3.0>nonene / 1.) methylene chloride, 0 deg C, 1 h, 2.) THF, 75 deg C, 9 h 3: 95 percent / lithium hydroxide / 1,2-dimethoxy-ethane; H2O / 2 h / 23 °C 4: 95 percent / lead tetraacetate / CH2Cl2 / 0.5 h / -45 °C 5: 70 percent / tetrahydrofuran / 0.5 h / -40 deg C -> -10 deg C 6: hydrogen bromide / CH2Cl2 / 0.5 h / 23 °C 7: CH2Cl2 / 18 h / 23 °C 8: 32 percent / n-butyllithium, HMPA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C -> -20 deg C, 30 min, 3.) -20 deg C -> 0 deg C, 30 min 9: 1.) potassium carbonate, 2.) lithium hydroxide / 1.) methanol, 25 deg C, 6.5 h, 2.) methanol-water (2:1) 23 deg C, 1 h View Scheme