The objective was to investigate Claisen rearrangements of allyl groups to carbons that are located outside the parent phenol ring. Pyrolysis of the allyl ether (7) of 2, 6-dimethyl- 4propenylphenol (6) in ethanol at 200" followed by catalytic hydrogenation gave 2, 6- dimethyl-4-propylphenol (9, 8.57,) and 2, 6-dimethyl-4 (2-methylpenty1) phenol (12, 32%). The formation of 12 from 7 is explicable by a sequence of three consecutive cyclic ...
