1: 90 percent / KOH aq / ethanol; H2O / 24 h / Heating 2: 92 percent / Na, NH3 / tetrahydrofuran / 0.17 h / -78 °C 3: 81 percent / HF / 4 h / 0 °C 4: 1) NBS, AIBN 2) DBU / 1) CCl4, 45 min, reflux 2) 15 min, reflux 5: 67 percent / pyridine / 1) 2.5 h, reflux 2) 2 h, room temp. 6: 92 percent / Ag(II)O, HNO3 / acetone / 0.17 h 7: 80 percent / H2SO4 (10percent) / methanol / 24 h / Ambient temperature View Scheme

1: 90 percent / KOH aq / ethanol; H2O / 24 h / Heating 2: 92 percent / Na, NH3 / tetrahydrofuran / 0.17 h / -78 °C 3: 81 percent / HF / 4 h / 0 °C 4: 1) NBS, AIBN 2) DBU / 1) CCl4, 45 min, reflux 2) 15 min, reflux View Scheme