1: 1) NBS, AIBN 2) DBU / 1) CCl4, 45 min, reflux 2) 15 min, reflux 2: 67 percent / pyridine / 1) 2.5 h, reflux 2) 2 h, room temp. 3: 92 percent / Ag(II)O, HNO3 / acetone / 0.17 h 4: 80 percent / H2SO4 (10percent) / methanol / 24 h / Ambient temperature View Scheme

palladium on activated charcoal; 1-iso-propyl-4-methylbenzene