Abstract
Upon treatment with sulfuric acid at 25 or 40°C, 4-benzyl-2-tetralol (15) gave a 70:30 mixture of 2,3:6,7-dibenzobicyclo[3.2.2]nona-2,6-diene (7) and 2,3:6,7-dibenzobicyclo[3.3.1]nona-2,6-diene (8). Reaction of 15 with p-toluenesulfonic acid in refluxing cyclohexane solution gave the same two products (7 and 8) as well as a small amount of 1-benzyl-1,2-dihydronaphthalene (16). Treatment of either 15 or 16 with AlCl 3 gave only 8. Treatment of 1-benzyl-2-tetralol (17) with AlCl 3 also gave 8
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